Production Method 1

702-23-8

80314-58-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  2 h, 55 °C; 55 °C → rt
1.2 Reagents: Water ;  cooled

Reference

Benzylic C-H acylation by cooperative NHC and photoredox catalysis

Meng, Qing-Yuan; et al, Nature Communications, 2021, 12(1),

Production Method 2

6482-24-2

13139-86-1

80314-58-5

Reaction Conditions

1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Catalysts: (SP-4-3)-Chloro[N2-[2-(dimethylamino-κN)phenyl]-N1,N1-dimethyl-1,2-benzenediamin… Solvents: Tetrahydrofuran ;  1 h, rt; 1 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Functional Group Tolerant Kumada-Corriu-Tamao Coupling of Nonactivated Alkyl Halides with Aryl and Heteroaryl Nucleophiles: Catalysis by a Nickel Pincer Complex Permits the Coupling of Functionalized Grignard Reagents

Vechorkin, Oleg; et al, Journal of the American Chemical Society, 2009, 131(28), 9756-9766

Production Method 3

6482-24-2

13139-86-1

80314-58-5

Reaction Conditions

1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Catalysts: Nickel, di-μ-chlorodichlorobis[N-[(3,5-dimethyl-1H-pyrazol-1-yl-κN2)methyl]-N-(2… Solvents: Tetrahydrofuran ;  1 h, rt; 20 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Cross-coupling of alkyl halides with aryl or alkyl Grignards catalyzed by dinuclear Ni(II) complexes containing functionalized tripodal amine-pyrazolyl ligands

Xue, Fei; et al, Dalton Transactions, 2013, 42(14), 5150-5158

Production Method 4

23786-14-3

80314-58-5

Reaction Conditions

1.1 Reagents: Tetramethyldisilazane Catalysts: Iron, di-μ-carbonyldecacarbonyltri-, triangulo Solvents: Toluene ;  2 h, 100 °C

Reference

Synthesis of ethers from esters via Fe-catalyzed hydrosilylation

Das, Shoubhik; et al, Chemical Communications (Cambridge, 2012, 48(87), 10742-10744

Production Method 5

2544-06-1

80314-58-5

Reaction Conditions

1.1 Reagents: Phthalimide ,  Tetrabutylammonium tetrafluoroborate ,  2-tert-Butyl-1,1,3,3-tetramethylguanidine Catalysts: Cerium trichloride ,  Dichloro[1,2-di(methoxy-κO)ethane]nickel ,  4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: Dimethyl sulfoxide ;  12 h, rt

Reference

Electrophotochemical Metal-Catalyzed Decarboxylative Coupling of Aliphatic Carboxylic Acids

Yang, Kai; et al, Chemistry - A European Journal, 2022, 28(70),

Production Method 6

877-68-9

80314-58-5

Reaction Conditions

1.1 Reagents: 3-Oxo-1,2-benziodoxol-1(3H)-yl 1,1,1-trifluoromethanesulfonate Catalysts: Chloro(triphenylphosphine)gold Solvents: Acetonitrile ;  18 h, 1 bar, 70 °C

Reference

Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation

Harper, Matthew J.; et al, Journal of the American Chemical Society, 2017, 139(36), 12386-12389

Production Method 7

51384-51-1

80314-58-5

Reaction Conditions

Reference

Microdetermination of oxprenolol hydrochloride and metoprolol tartrate with ammonium metavanadate

Ahmad, Saeed; et al, Talanta, 1987, 34(2), 296-8

Production Method 8

1796-64-1

80314-58-5

174460-92-5

Reaction Conditions

1.1 Catalysts: Amberlyst 15 ;  36 h, reflux

Reference

Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate

Barontini, M.; et al, Tetrahedron Letters, 2013, 54(37), 5004-5006

Production Method 9

104706-30-1

80314-58-5

104706-31-2

Reaction Conditions

1.1 Reagents: Propionic acid

Reference

A new type of abnormal Reimer-Tiemann reaction

Bird, C. W.; et al, Tetrahedron, 1985, 41(20), 4685-90

Production Method 10

51384-51-1

80314-58-5

4747-15-3

933468-54-3

38697-07-3

75-31-0

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  4 d, 80 °C

Reference

Identification and characterization of stressed degradation products of metoprolol using LC/Q-TOF-ESI-MS/MS and MSn experiments

Borkar, Roshan M.; Raju, B.; Srinivas, R.; Patel, Prashant; Shetty, Satheesh Kumar, Biomedical Chromatography, 2012, 26(6), 720-736

Production Method 11

702-23-8

80314-58-5

Reaction Conditions

1.1 Catalysts: Amberlyst 15 ;  36 h, reflux

Reference

Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate

Barontini, M.; et al, Tetrahedron Letters, 2013, 54(37), 5004-5006

Production Method 12

702-23-8

80314-58-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  0 °C; 1 h, 0 °C
1.2 Solvents: Methyl iodide ;  0 °C; overnight, rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  rt

Reference

Mesolytic cleavage of homobenzylic ethers for programmable end-of-life function in redoxmers

Qian, Hai; et al, Journal of Materials Chemistry A: Materials for Energy and Sustainability, 2022, 10(14), 7739-7753

Production Method 13

702-23-8

80314-58-5

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide Solvents: Tetrahydrofuran ;  0 °C; 5 min, 0 °C

Reference

Hypervalent-iodine promoted selective cleavage of C(sp3)-C(sp3) bonds in ethers

Wang, Yaxin; et al, Organic Chemistry Frontiers, 2022, 9(20), 5592-5598

Production Method 14

1408168-69-3

80314-58-5

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: (SP-4-1)-Bis[4-[bis(1,1-dimethylethyl)phosphino-κP]-N,N-dimethylbenzenamine]dich… Solvents: Toluene ,  Water ;  24 h, 100 °C; 100 °C → rt

Reference

Suzuki-Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs

Fleury-Bregeot, Nicolas; et al, Journal of Organic Chemistry, 2012, 77(22), 10399-10408

Production Method 15

75-77-4

80314-58-5

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1.5 h, -78 °C
1.2 -78 °C; 18 h, rt
1.3 Reagents: Water
2.1 Reagents: 3-Oxo-1,2-benziodoxol-1(3H)-yl 1,1,1-trifluoromethanesulfonate Catalysts: Chloro(triphenylphosphine)gold Solvents: Acetonitrile ;  18 h, 1 bar, 70 °C

Reference

Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation

Harper, Matthew J.; et al, Journal of the American Chemical Society, 2017, 139(36), 12386-12389

Production Method 16

5703-26-4

80314-58-5

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Ethanol ;  0 °C; 2 h, 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water
2.1 Reagents: Potassium tert-butoxide Solvents: Tetrahydrofuran ;  0 °C; 5 min, 0 °C

Reference

Hypervalent-iodine promoted selective cleavage of C(sp3)-C(sp3) bonds in ethers

Wang, Yaxin; et al, Organic Chemistry Frontiers, 2022, 9(20), 5592-5598

Production Method 17

6482-24-2

80314-58-5

Reaction Conditions

1.1 Reagents: Lithium methoxide ,  Bis(pinacolato)diborane Catalysts: Triphenylphosphine ,  Cuprous iodide Solvents: Dimethylformamide ;  20 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt
1.3 Reagents: Potassium bifluoride Solvents: Tetrahydrofuran ,  Water ;  2 h, rt
2.1 Reagents: Cesium carbonate Catalysts: (SP-4-1)-Bis[4-[bis(1,1-dimethylethyl)phosphino-κP]-N,N-dimethylbenzenamine]dich… Solvents: Toluene ,  Water ;  24 h, 100 °C; 100 °C → rt

Reference

Suzuki-Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs

Fleury-Bregeot, Nicolas; et al, Journal of Organic Chemistry, 2012, 77(22), 10399-10408

Production Method 18

80314-58-5

80314-58-5

104706-31-2

Reaction Conditions

1.1 Reagents: Ethanol ,  Calcium Solvents: Hexane ,  Ammonia
2.1 Reagents: Propionic acid

Reference

A new type of abnormal Reimer-Tiemann reaction

Bird, C. W.; et al, Tetrahedron, 1985, 41(20), 4685-90

Production Method 19

702-23-8

80314-58-5

104706-31-2

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran
1.2 Solvents: Tetrahydrofuran
2.1 Reagents: Ethanol ,  Calcium Solvents: Hexane ,  Ammonia
3.1 Reagents: Propionic acid

Reference

A new type of abnormal Reimer-Tiemann reaction

Bird, C. W.; et al, Tetrahedron, 1985, 41(20), 4685-90

p-Methoxyphenethyl Methyl Ether Raw materials

• Chlorotrimethylsilane
• 1-Bromo-2-methoxyethane
• p-Methoxyphenethyl Methyl Ether
• 2-(4-methoxyphenyl)acetaldehyde
• Benzene,1-methoxy-4-(trimethylsilyl)-
• 4-Methoxyphenethyl alcohol
• Methyl 4-methoxyphenylacetate
• 3-Methoxypropanoic acid
• Metoprolol
• 1,4-Cyclohexadiene, 1-methoxy-4-(2-methoxyethyl)-
• potassium trifluoro(2-methoxyethyl)boranuide
• 4-Methoxyphenylmagnesium Bromide (0.5M in THF)
• Carbonic acid, 2-(4-methoxyphenyl)ethyl methyl ester

p-Methoxyphenethyl Methyl Ether Preparation Products

• p-Methoxyphenethyl Methyl Ether (80314-58-5)
• Benzene, 1-(2-ethoxyethyl)-4-methoxy- (174460-92-5)
• (2-Methoxyvinyl)benzene (4747-15-3)
• 1-(4-Ethenylphenoxy)-3-(1-methylethyl)amino-2-propanole (933468-54-3)
• propan-2-imine (38697-07-3)
• (104706-31-2)
• propan-2-amine (75-31-0)

• 1. Fe3O4 nanoparticle chains with N-doped carbon coating: magnetotactic bacteria assisted synthesis and high-rate lithium storage?
  Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
• 2. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
• 3. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
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• 4. Evolution of shape, size, and areal density of a single plane of Si nanocrystals embedded in SiO2 matrix studied by atom probe tomography
  Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
• 5. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenols Tyrosols and derivatives

• 52446-51-2(2-(4-phenoxyphenyl)ethan-1-ol)
• 5020-41-7(2-(3-Methoxyphenyl)ethanol)
• 702-23-8(4-Methoxyphenethyl alcohol)
• 40515-89-7(Phenethoxybenzene)
• 1585-06-4(4-Ethylphenetole)
• 56718-71-9(4-(2-Methoxyethyl)phenol)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)