Production Method 1

100-51-6

100-54-9

94-44-0

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Dichloromethane ,  Benzyl alcohol ;  30 - 40 °C
1.2 Reagents: Sodium hydroxide Solvents: Dichloromethane ,  Water ;  neutralized

Reference

Preparation of nicotinate compounds

, China, , ,

Production Method 2

500-22-1

100-51-6

94-44-0

Reaction Conditions

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene ,  Thiazolium, 4-methyl-3-(2,4,6-trimethylphenyl)-, salt with 1,1,1-trifluoro-N-[(t… Solvents: Dimethyl sulfoxide ,  Tetrahydrofuran ;  rt

Reference

N-Heterocyclic Carbene-Mediated Oxidative Electrosynthesis of Esters in a Microflow Cell

Green, Robert A.; Pletcher, Derek; Leach, Stuart G.; Brown, Richard C. D., Organic Letters, 2015, 17(13), 3290-3293

Production Method 3

100-51-6

93-60-7

94-44-0

Reaction Conditions

1.1 Reagents: Diethylene glycol Catalysts: 2-Propanol, lanthanum(3+) salt Solvents: Hexane ;  1 h, rt
1.2 rt → 90 °C; 2 h, 90 °C

Reference

Lanthanum complexes, their uses as ester synthesis catalysts, and preparation of esters by transesterification using the complexes or lanthanum alkoxides and ligands

, Japan, , ,

Production Method 4

100-51-6

93-60-7

94-44-0

Reaction Conditions

1.1 Catalysts: Lanthanum nitrate ,  Phosphonium, methyltrioctyl-, methyl carbonate (1:1) Solvents: Hexane ;  5 min, rt
1.2 1 h, 90 °C; 90 °C → rt
1.3 Reagents: Water ;  5 min, rt

Reference

In situ generated "lanthanum(III) nitrate alkoxide" as a highly active and nearly neutral transesterification catalyst

Hatano, Manabu; Kamiya, Sho; Ishihara, Kazuaki, Chemical Communications (Cambridge, 2012, 48(76), 9465-9467

Production Method 5

3468-53-9

100-51-6

94-44-0

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  2 h, 70 °C

Reference

Carbonylation of Aryl Chlorides with Oxygen Nucleophiles at Atmospheric Pressure. Preparation of Phenyl Esters as Acyl Transfer Agents and the Direct Preparation of Alkyl Esters and Carboxylic Acids

Watson, Donald A.; Fan, Xuexiang; Buchwald, Stephen L., Journal of Organic Chemistry, 2008, 73(18), 7096-7101

Production Method 6

16837-38-0

100-51-6

94-44-0

Reaction Conditions

1.1 Solvents: Pyridine

Reference

The use of a nicotinoyl group as a protective group for hydroxyl and amino functions

Ushida, Satoshi, Chemistry Letters, 1989, (1), 59-60

Production Method 7

500-22-1

94-44-0

Reaction Conditions

1.1 Reagents: tert-Butyl hydroperoxide Catalysts: Titanium (superoxide) Solvents: Toluene ;  25 °C; 6 - 10 h, 80 °C

Reference

Novel single-step esterification of aldehydes using a heterogeneous catalyst

, World Intellectual Property Organization, , ,

Production Method 8

500-22-1

100-51-6

94-44-0

Reaction Conditions

1.1 Reagents: Potassium acetate ,  Trichloroacetonitrile Catalysts: 5H-Pyrrolo[2,1-c]-1,2,4-triazolium, 6,7-dihydro-2-(2,4,6-trimethylphenyl)-, tetr… Solvents: tert-Butyl methyl ether ;  32 h, rt

Reference

Carbene-catalyzed oxidative acylation promoted by an unprecedented oxidant CCl3CN

Wu, Zijun; Jiang, Di; Wang, Jian, Organic Chemistry Frontiers, 2019, 6(5), 688-693

Production Method 9

59-67-6

37181-39-8

58086-64-9

94-44-0

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dimethylformamide ;  1 d, 83 °C

Reference

2-Benzyloxy-1-methylpyridinium trifluoromethanesulfonate

Dudley, Gregory B., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2008, 1, 1-2

Production Method 10

100-51-6

100-54-9

94-44-0

Reaction Conditions

1.1 Reagents: Water Catalysts: Ceria ;  24 h, 160 °C

Reference

CeO2-catalyzed one-pot selective synthesis of esters from nitriles and alcohols

Tamura, Masazumi; Tonomura, Takuya; Shimizu, Ken-ichi; Satsuma, Atsushi, Green Chemistry, 2012, 14(4), 984-991

Production Method 11

100-51-6

93-60-7

94-44-0

Reaction Conditions

1.1 Catalysts: Trioctylphosphine ,  Lanthanum nitrate hexahydrate Solvents: Dimethyl carbonate ;  1 - 2 min, rt; rt → 110 °C; 1 h, 110 °C; 110 °C → rt
1.2 Solvents: Hexane ;  rt → 90 °C; 6 h, 90 °C; 90 °C → rt
1.3 Reagents: Water ;  5 min, rt

Reference

Preparation of esters by transesterification using lanthanum nitrate and phosphines or phosphonium quaternary ammonium alkyl carbonates

, Japan, , ,

Production Method 12

100-51-6

93-60-7

94-44-0

Reaction Conditions

1.1 Catalysts: 1,3-Dicyclohexyl-1,3-dihydro-2H-imidazol-2-ylidene Solvents: Tetrahydrofuran ;  15 min, rt

Reference

Efficient Transesterification/Acylation Reactions Mediated by N-Heterocyclic Carbene Catalysts

Grasa, Gabriela A.; Gueveli, Tatyana; Singh, Rohit; Nolan, Steven P., Journal of Organic Chemistry, 2003, 68(7), 2812-2819

Production Method 13

54-86-4

94-44-0

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide ,  1,3-Dibutylimidazolium bromide ;  12 min, 30 °C

Reference

A rapid and facile esterification of Na-carboxylates with alkyl halides promoted by the synergy of the combined use of DMSO and an ionic liquid under ambient conditions

Dighe, Satish N.; Bhattad, Ravindra V.; Kulkarni, Raghunath R.; Jain, Kishor S.; Srinivasan, Kumar V., Synthetic Communications, 2010, 40(23), 3522-3527

Production Method 14

54-86-4

100-51-6

94-44-0

Reaction Conditions

1.1 Reagents: Triethylamine ,  1-(p-Toluenesulfonyl)imidazole Catalysts: Tetrabutylammonium iodide Solvents: Dimethylformamide ;  3 h, reflux

Reference

A simple procedure for the esterification of alcohols with sodium carboxylate salts using 1-tosylimidazole (TsIm)

Soltani Rad, Mohammad Navid; Behrouz, Somayeh; Faghihi, Mohammad Ali; Khalafi-Nezhad, Ali, Tetrahedron Letters, 2008, 49(7), 1115-1120

Production Method 15

98-98-6

31139-36-3

94-44-0

Reaction Conditions

1.1 Catalysts: Magnesium perchlorate Solvents: Nitromethane ;  overnight, 40 °C

Reference

Lewis acids as highly efficient catalysts for the decarboxylative esterification of carboxylic acids with dialkyl dicarbonates

Goossen, L.; Doehring, A., Advanced Synthesis & Catalysis, 2003, 345(8), 943-947

Production Method 16

500-22-1

94-44-0

Reaction Conditions

1.1 Reagents: tert-Butyl hydroperoxide Catalysts: Titanium superoxide (Ti(O2)2) Solvents: Decane ;  rt; 6 h, 80 °C

Reference

Titanium superoxide - a stable recyclable heterogeneous catalyst for oxidative esterification of aldehydes with alkylarenes or alcohols using TBHP as an oxidant

Dey, Soumen; Gadakh, Sunita K.; Sudalai, A., Organic & Biomolecular Chemistry, 2015, 13(43), 10631-10640

Production Method 17

100-51-6

59-67-6

94-44-0

Reaction Conditions

1.1 Catalysts: Oxobis(2,4-pentanedionato-κO2,κO4)titanium Solvents: Toluene ;  2 min, rt → 160 °C; 1 h, 160 °C

Reference

Titanium-catalyzed esterification and transesterification reactions facilitated using microwave heating

Devine, William G.; Leadbeater, Nicholas E.; Jacob, Linda A., Future Medicinal Chemistry, 2010, 2(2), 225-230

Production Method 18

59-67-6

94-44-0

Reaction Conditions

1.1 Reagents: Cesium carbonate Solvents: N-Methyl-2-pyrrolidone
1.2 Reagents: Trifluoroacetic acid Solvents: Dichloromethane

Reference

High-speed couplings and cleavages in microwave-heated, solid-phase reactions at high temperatures

Stadler, Alexander; Kappe, C. Oliver, European Journal of Organic Chemistry, 2001, (5), 919-925

Production Method 19

1345837-77-5

94-44-0

Reaction Conditions

1.1 Reagents: Triethylsilane Catalysts: Palladium Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C; 4 h, rt

Reference

A Method for the Reductive Scission of Heterocyclic Thioethers

Graham, Thomas H.; Liu, Wensheng; Shen, Dong-Ming, Organic Letters, 2011, 13(23), 6232-6235

Benzyl nicotinate Raw materials

• Picolinic acid
• sodium pyridine-3-carboxylate
• pyridine-3-carbaldehyde
• Phenyl nicotinate
• Nicotinic anhydride
• Benzyl alcohol
• Dibenzyl Dicarbonate
• Methyl nicotinate
• pyridine-3-carbonitrile
• Niacin
• 3-Pyridinecarboxylic acid, 6-(ethylthio)-, phenylmethyl ester
• PYRIDINIUM, 1-METHYL-2-(PHENYLMETHOXY)-

Benzyl nicotinate Preparation Products

• Benzyl nicotinate (94-44-0)

• 1. Enabling non-flammable Li-metal batteries via electrolyte functionalization and interface engineering?
  Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
• 2. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 3. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
• 4. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
• 5. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzyloxycarbonyls

• 29681-45-6(methyl 5-methylpyridine-3-carboxylate)
• 20826-02-2(Ethyl 5-methylnicotinate)
• 4591-55-3(Dimethyl 3,5-Pyridinedicarboxylate)
• 50741-46-3(Ethyl quinoline-3-carboxylate)
• 4591-56-4(Diethyl 3,5-pyridinedicarboxylate)
• 16837-38-0(Nicotinic anhydride)
• 84254-37-5(Pyridine-3,5-dicarboxylic Acid Monoethyl Ester)
• 614-18-6(ethyl pyridine-3-carboxylate)
• 553-60-6(propan-2-yl pyridine-3-carboxylate)
• 93-60-7(Methyl nicotinate)