Production Method 1

7400-08-0

943-89-5

Reaction Conditions

1.1 Reagents: Tetrabutylammonium hydroxide Solvents: 1,2-Dichloroethane ;  0.5 h, 28 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 7, 28 °C

Reference

Quantitative Methylation of Lignin Monomers Using Tetrabutylammonium Hydroxide and MeI and Applications in Organic Synthesis

Zuo, Yajie; Zhu, Siying; Liu, Yi; Zhao, Jingjing; Zhang, Shiyi; et al, ACS Omega, 2023, 8(7), 7057-7062

Production Method 2

123-11-5

57-60-3

943-89-5

Reaction Conditions

1.1 Solvents: Water ;  16 h, pH 6.5
1.2 Reagents: Hydrogen peroxide ;  30 min, rt
1.3 pH 4

Reference

A Type 1 Aldolase, NahE, Catalyzes a Stereoselective Nitro-Michael Reaction: Synthesis of β-Aryl-γ-nitrobutyric Acids

Fansher, Douglas J. ; Palmer, David R. J., Angewandte Chemie, 2023, 62(6),

Production Method 3

24393-56-4

943-89-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  45 h, 23 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  23 °C

Reference

Chromium photocatalysis: accessing structural complements to Diels-Alder adducts with electron-deficient dienophiles

Stevenson, Susan M.; Higgins, Robert F.; Shores, Matthew P.; Ferreira, Eric M., Chemical Science, 2017, 8(1), 654-660

Production Method 4

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Reagents: Pyridine Solvents: Dimethylformamide ;  3 - 5 h, 90 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1

Reference

Design, synthesis and antibacterial activity of cinnamaldehyde derivatives as inhibitors of the bacterial cell division protein FtsZ

Li, Xin; Sheng, Juzheng; Huang, Guihua; Ma, Ruixin; Yin, Fengxin; et al, European Journal of Medicinal Chemistry, 2015, 97, 32-41

Production Method 5

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Reagents: Pyridine Solvents: Dimethylformamide ;  3 - 5 h, 90 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1

Reference

Phenylacrylamides as novel FtsZ-targeted potential antimicrobials

Li, Xin; Sheng, Juzheng; Song, Di; Guo, Liwei; Ma, Shutao, Letters in Drug Design & Discovery, 2015, 12(3), 234-240

Production Method 6

696-62-8

943-89-5

Reaction Conditions

1.1 Reagents: Tributylamine Catalysts: Palladium Solvents: Dimethylformamide ;  7 h, 90 °C; 90 °C → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  20 min, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 1 - 2, rt

Reference

Preparation of Pd nanoparticles deposited on a polyaniline/multiwall carbon nanotubes nanocomposite and their application in the Heck reaction

Nie, Guangrui; Zhang, Lei; Cui, Yuanchen, Reaction Kinetics, 2013, 108(1), 193-204

Production Method 7

943-89-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: (SP-4-4)-Chloro[1,3-dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene… Solvents: N-Methyl-2-pyrrolidone ;  18 h, 140 °C; cooled

Reference

N-Heterocycle carbene (NHC)-ligated cyclopalladated N,N-dimethylbenzylamine: A highly active, practical and versatile catalyst for the Heck-Mizoroki reaction

Peh, Guang-Rong; Kantchev, Eric Assen B.; Zhang, Chi; Ying, Jackie Y., Organic & Biomolecular Chemistry, 2009, 7(10), 2110-2119

Production Method 8

27570-08-7

943-89-5

Reaction Conditions

1.1 Reagents: Triethylamine Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: Water ,  1-Butyl-3-methylimidazolium hexafluorophosphate ;  10 h, 20 bar, 100 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified

Reference

Stereoselective Hydroxycarbonylation of Vinyl Bromides to α,β-Unsaturated Carboxylic Acids in the Ionic Liquid [BMIM]PF6

Zhao, Xiaodan; Alper, Howard; Yu, Zhengkun, Journal of Organic Chemistry, 2006, 71(10), 3988-3990

Production Method 9

123-11-5

3095-95-2

943-89-5

Reaction Conditions

1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine ,  1,8-Diazabicyclo[5.4.0]undec-7-ene ,  Zinc triflate Solvents: Tetrahydrofuran ;  12 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Mild zinc-promoted Horner-Wadsworth-Emmons reactions of diprotic phosphonate reagents

Schauer, Douglas J.; Helquist, Paul, Synthesis, 2006, (21), 3654-3660

Production Method 10

24680-50-0

943-89-5

Reaction Conditions

1.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  1 h, 0 °C

Reference

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids with 1-Hydroxycyclohexyl Phenyl Ketone

Lu, Yi; Tan, Wen-Yun; Ding, Yuzhen; Chen, Wen ; Zhang, Hongbin, Journal of Organic Chemistry, 2023, 88(13), 8114-8122

Production Method 11

943-89-5

Reaction Conditions

1.1 Reagents: Sodium dodecyl sulfate ,  Tripotassium phosphate Catalysts: Graphene (reduced oxide) Solvents: Water ;  6 h, 100 °C

Reference

Pyrene functionalized highly reduced graphene oxide-palladium nanocomposite: a novel catalyst for the mizoroki-heck reaction in water

Khan, Mujeeb; Ashraf, Muhammad; Shaik, Mohammed Rafi; Adil, Syed Farooq; Islam, Mohammad Shahidul; et al, Frontiers in Chemistry (Lausanne, 2022, 10,

Production Method 12

696-62-8

943-89-5

Reaction Conditions

1.1 Reagents: Tributylamine Catalysts: Triethylenetetramine ,  Tetrabutylammonium chloride ,  Palladium Solvents: Dimethylformamide ;  12 h, 120 °C
1.2 Reagents: Sodium carbonate Solvents: Water ;  10 min, cooled

Reference

Synthesis of lignin-amine supported palladium catalysts for Heck reaction

Wu, Yufeng; Zhang, Lei; Cui, Yuanchen; Liu, Jiangsheng; Yang, Shuai, Shiyou Huagong, 2009, 38(7), 733-738

Production Method 13

696-62-8

943-89-5

Reaction Conditions

1.1 Reagents: Tributylamine Catalysts: Palladium (complexes with 3-cyanopropyltriethoxysilane homopolymer) ,  Silica ,  Butanenitrile, 4-(triethoxysilyl)-, homopolymer (palladium complexes) Solvents: Dimethylformamide ;  10.5 h, 100 °C

Reference

Organic silica ligated to palladium(0) complex: a highly active and stereoselective catalyst for Heck reaction

Zhao, S. F.; Zhou, R. X.; Yang, Y. F.; Zheng, X. M., Indian Journal of Chemistry, 2002, (11), 2274-2276

Production Method 14

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Reagents: Pyridine ,  Piperidine Solvents: Pyridine ,  Piperidine

Reference

Synthesis and experimental ionization energies of certain (E)-3-arylpropenoic acids and their methyl esters

Peterson, John R.; Russell, Morley E.; Surjasasmita, Irawan B., Journal of Chemical and Engineering Data, 1988, 33(4), 534-7

Production Method 15

696-62-8

943-89-5

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Tetrabutylammonium bromide Catalysts: Palladium ,  Cellulose, ester with N,N′-1,2-ethanediylbis[N-(carboxymethyl)glycine] (palladium complexes) Solvents: Dimethylformamide ;  2 h, 110 °C

Reference

Pd immobilized on EDTA-modified cellulose: synthesis, characterization, and catalytic application in inter- and intramolecular Heck reactions and Larock reactions

Xu, Zhian ; Xu, Jinxi ; Zhou, Yuping ; Huang, Yuling ; Li, Yiqun, Research on Chemical Intermediates, 2022, 48(8), 3475-3496

Production Method 16

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Catalysts: Piperidine Solvents: Pyridine ;  4 h, 95 °C; 95 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  0 °C

Reference

Synthesis and spectroscopic analysis of piperine- and piperlongumine-inspired natural product scaffolds and their molecular docking with IL-1β and NF-κB proteins

Zazeri, Gabriel ; Povinelli, Ana Paula R. ; Le Duff, Cecile S. ; Tang, Bridget; Cornelio, Marinonio L. ; et al, Molecules, 2020, 25(12),

Production Method 17

867-13-0

123-11-5

943-89-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dichloromethane ;  0 °C; 0 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Methanol ,  Dichloromethane ;  2 h, rt

Reference

Process for preparation of cinnamic acid and derivatives thereof

, China, , ,

Production Method 18

696-62-8

943-89-5

Reaction Conditions

1.1 Reagents: Tripropylamine Catalysts: Triphenylphosphine ,  Palladium diacetate ,  1H-Imidazolium, 3-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneicosaflu… Solvents: 8-(1,3-Dimethylbutoxy)-1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorooctane ;  2 h, 120 °C

Reference

Mizoroki-Heck Arylation of α,β-Unsaturated Acids with a Hybrid Fluorous Ether, F-626: Facile Filtrative Separation of Products and Efficient Recycling of a Reaction Medium Containing a Catalyst

Fukuyama, Takahide; Arai, Masashi; Matsubara, Hiroshi; Ryu, Ilhyong, Journal of Organic Chemistry, 2004, 69(23), 8105-8107

Production Method 19

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Catalysts: Lithium chloride ;  6 min

Reference

Microwave-assisted solvent-free synthesis of trans-cinnamic acids using lithium chloride as catalyst

Mogilaiah, K.; Reddy, G. Randheer, Synthetic Communications, 2004, 34(2), 205-210

Production Method 20

141-82-2

123-11-5

943-89-5

Reaction Conditions

1.1 Reagents: Ammonium acetate
1.2 Reagents: Water

Reference

Non solvent reaction: ammonium acetate catalyzed highly convenient preparation of trans-cinnamic acids

Kumar, H. M. Sampath; Subbareddy, B. V.; Anjaneyulu, S.; Yadav, J. S., Synthetic Communications, 1998, 28(20), 3811-3815

(E)-3-(4-Methoxyphenyl)acrylic acid Raw materials

• propanedioic acid
• Triethyl phosphonoacetate
• trans-p-Methoxycinnamaldehyde
• 4-Hydroxycinnamic acid
• 4-Iodoanisole
• (E)-Ethyl p-methoxycinnamate
• p-Methoxybenzaldehyde
• Pyruvate
• 2-(Diethoxyphosphoryl)acetic acid
• Benzene, 1-[(1E)-2-bromoethenyl]-4-methoxy-

(E)-3-(4-Methoxyphenyl)acrylic acid Preparation Products

• (E)-3-(4-Methoxyphenyl)acrylic acid (943-89-5)

• 1. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 2. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 3. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 4. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 5. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782

• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Cinnamic acids
• Natural Products and Extracts Plant Extracts Plant based Hypenia salzmannii
• Natural Products and Extracts Plant Extracts Plant based Astianthus viminalis

• 2373-79-7(3-(4-ethoxyphenyl)prop-2-enoic acid)
• 6099-04-3(3-Methoxycinnamic acid)
• 16909-11-8(3,5-Dimethoxycinnamic acid)
• 4361-94-8(2-Propenoic acid,3-[4-(4-hydroxyphenoxy)phenyl]-)
• 17570-26-2(3-(3-methoxyphenyl)prop-2-enoic acid)
• 830-09-1(3-(4-methoxyphenyl)prop-2-enoic acid)
• 77124-20-0(3-(3-Phenoxyphenyl)acrylic Acid)
• 3453-39-2(3-(6-Methoxynaphthalen-2-yl)prop-2-enoic Acid)
• 86636-96-6(Potassium 4-Methoxycinnamate)
• 717910-83-3(3-(4-phenoxyphenyl)prop-2-enoic acid)