Production Method 1

118-90-1

87-24-1

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Ethanol ;  2 h, reflux

Reference

Synthesis and antimicrobial activity of new prenylated 2-pyrone derivatives

Obi, Grace; et al, Synthetic Communications, 2020, 50(5), 726-734

Production Method 2

87-24-1

Reaction Conditions

1.1 Reagents: Triethylamine Catalysts: 1638843-58-9 (polystyrene bounded) ;  3 h, 1 atm, 70 °C

Reference

Polymer supported Pd catalyzed carbonylation of aryl bromides for the synthesis of aryl esters and amides

Islam, Sk Manirul; et al, RSC Advances, 2014, 4(73), 38986-38999

Production Method 3

6091-64-1

87-24-1

Reaction Conditions

1.1 Reagents: sec-Butyllithium Solvents: Tetrahydrofuran ,  Hexane ,  Cyclohexane ;  -48 °C
1.2 Solvents: Tetrahydrofuran ;  -48 °C
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

A flow microreactor system enables organolithium reactions without protecting alkoxycarbonyl groups

Nagaki, Aiichiro; et al, Chemistry - A European Journal, 2010, 16(36), 11167-11177

Production Method 4

1906-57-6

87-24-1

Reaction Conditions

1.1 Catalysts: 1,3-Bis(diphenylphosphino)propane ,  Palladium trifluoroacetate Solvents: N-Methyl-2-pyrrolidone ;  rt; 24 h, 145 - 155 °C

Reference

Synthesis of Aromatic Esters via Pd-Catalyzed Decarboxylative Coupling of Potassium Oxalate Monoesters with Aryl Bromides and Chlorides

Shang, Rui; et al, Journal of the American Chemical Society, 2009, 131(16), 5738-5739

Production Method 5

615-37-2

87-24-1

Reaction Conditions

1.1 Catalysts: Tetramethylurea ,  Dichlorobis(triphenylphosphine)palladium

Reference

Preparation of carboxylic acid derivatives

, Japan, , ,

Production Method 6

161912-33-0

87-24-1

Reaction Conditions

1.1 Reagents: Sodium acetate Catalysts: Palladium diacetate ,  (1R)-1-[(1R)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diethylphosphino)ferro… Solvents: Ethanol ;  20 h, 135 °C

Reference

An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates

Cai, Chaoxian; et al, Organic Letters, 2006, 8(22), 5161-5164

Production Method 7

118-90-1

87-24-1

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ;  10 min, 30 °C
1.2 12 h, 30 °C

Reference

Scope and mechanistic insights into the use of tetradecyl(trihexyl)phosphonium bistriflimide: a remarkably selective ionic liquid solvent for substitution reactions

McNulty, James; et al, Chemistry - A European Journal, 2006, 12(36), 9314-9322

Production Method 8

221635-86-5

87-24-1

Reaction Conditions

1.1 Solvents: Acetonitrile ;  1 h, rt; 72 h, rt

Reference

Photochemical reactions of 1,3,3-trimethylbicyclo[2.2.2]octa-5,7-dien-2-ones

Chang, Shi-Yi; et al, European Journal of Organic Chemistry, 2006, (20), 4648-4657

Production Method 9

529-20-4

87-24-1

Reaction Conditions

1.1 Reagents: Cesium carbonate ,  Manganese oxide (MnO2) ,  1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: 1-Butyl-3-methylimidazolium tetrafluoroborate Solvents: 1-Butyl-3-methylimidazolium tetrafluoroborate ;  rt; 24 h, rt

Reference

The dual role of ionic liquid BmimBF4, precursor of N-heterocyclic carbene and solvent, in the oxidative esterification of aldehydes

Chiarotto, Isabella; et al, Tetrahedron, 2013, 69(37), 8088-8095

Production Method 10

527-85-5

87-24-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Ferric chloride hexahydrate Solvents: Hexane ,  Water ;  14 h, 80 °C
1.2 Reagents: Sodium chloride Solvents: Water ;  neutralized

Reference

Fe-catalyzed esterification of amides via C-N bond activation

Chen, Xiuling; et al, RSC Advances, 2018, 8(9), 4571-4576

Production Method 11

118-90-1

87-24-1

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Ethanol ;  12 h, reflux; reflux → rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  neutralized, rt

Reference

SmI2-Catalyzed Intermolecular Coupling of Cyclopropyl Ketones and Alkynes: A Link between Ketone Conformation and Reactivity

Agasti, Soumitra; et al, Journal of the American Chemical Society, 2021, 143(9), 3655-3661

Production Method 12

118-90-1

87-24-1

Reaction Conditions

1.1 Catalysts: Sulfuric acid ;  13 h, 110 - 120 °C

Reference

A Simple, Efficient, Green, Cost Effective and Chemoselective Process for the Esterification of Carboxylic Acids

Rekha, Vamsi V.; et al, Organic Process Research & Development, 2009, 13(4), 769-773

Production Method 13

6091-64-1

87-24-1

Reaction Conditions

1.1 Reagents: Zinc ,  Sodium iodide Catalysts: Dichloro[1,1′-(1,3-propanediyl)bis[1,1-diphenylphosphine-κP]]nickel Solvents: Tetrahydrofuran ;  24 h, rt

Reference

Nickel-Catalyzed Methylation of Aryl Halides with Deuterated Methyl Iodide

Hu, Lu; et al, Angewandte Chemie, 2016, 55(33), 9743-9747

Production Method 14

6091-64-1

87-24-1

Reaction Conditions

1.1 Reagents: sec-Butyllithium Solvents: Tetrahydrofuran ,  Hexane ,  Cyclohexane ;  rt → -48 °C; 0.06 s, -48 °C
1.2 Solvents: Tetrahydrofuran ;  2.3 s, -48 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  30 s, cooled

Reference

Aryllithium compounds bearing alkoxycarbonyl groups: generation and reactions using a microflow system

Nagaki, Aiichiro; et al, Angewandte Chemie, 2008, 47(41), 7833-7836

Production Method 15

118-90-1

866-23-9

87-24-1

Reaction Conditions

Reference

A high yield route to ethyl esters of carboxylic acids

Downie, Ian M.; et al, Tetrahedron, 1982, 38(10),

Production Method 16

615-37-2

87-24-1

Reaction Conditions

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: Palladium diacetate Solvents: Ethanol ;  10 bar, rt; rt → 125 °C; 20 min, 125 °C; 30 bar, 125 °C; 125 °C → 50 °C; 20 min, 50 °C
1.2 Reagents: Sodium chloride Solvents: Diethyl ether ,  Water ;  50 °C

Reference

Alkoxycarbonylation of aryl iodides using gaseous carbon monoxide and pre-pressurized reaction vessels in conjunction with microwave heating

Kormos, Chad M.; et al, Organic & Biomolecular Chemistry, 2007, 5(1), 65-68

Production Method 17

615-37-2

87-24-1

Reaction Conditions

1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

Reference

Transition metal complex catalyzed carbonylation of organic halides in the presence of molecular sieves instead of base

Urata, Hisao; et al, Tetrahedron Letters, 1991, 32(36), 4733-6

Production Method 18

28276-79-1

87-24-1

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  8 h, 55 °C

Reference

LiCl-Promoted Pd(II)-catalyzed ortho carbonylation of N,N-dimethylbenzylamines

Li, Hu; et al, Dalton Transactions, 2010, 39(43), 10442-10446

Production Method 19

118-90-1

87-24-1

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ;  10 min, 30 °C
1.2 12 h, 30 °C

Reference

A mild esterification process in phosphonium salt ionic liquid

McNulty, James; et al, Tetrahedron Letters, 2005, 46(21), 3641-3644

Production Method 20

635-26-7

87-24-1

Reaction Conditions

1.1 Reagents: Triethylamine ,  Potassium iodide ,  Oxygen Catalysts: Palladium ;  12 h, 3 bar, 100 °C

Reference

Tunable Pd/C-catalyzed oxidative alkoxycarbonylation/aminocarbonylation of aryl hydrazines with alcohols/inert tertiary amines through C-N bond activation

Kolekar, Yuvraj A.; et al, New Journal of Chemistry, 2022, 46(30), 14421-14426

Production Method 21

87-24-1

Reaction Conditions

1.1 Reagents: Manganese Catalysts: Chlorotrimethylsilane ,  2,2′-Bipyridine ,  Cobalt dibromide Solvents: Dimethylformamide ,  Pyridine ;  20 h, 60 °C

Reference

Cobalt-Catalyzed Esterification of Amides

Bourne-Branchu, Yann; et al, Chemistry - A European Journal, 2017, 23(42), 10043-10047

Production Method 22

615-37-2

1906-57-6

87-24-1

Reaction Conditions

1.1 Catalysts: Palladium diacetate Solvents: N-Methyl-2-pyrrolidone ;  24 h, 140 °C; 140 °C → rt

Reference

Ligand free palladium catalyzed decarboxylative cross-coupling of aryl halides with oxalate monoester salts

Li, Yan; et al, Tetrahedron Letters, 2012, 53(43), 5796-5799

Production Method 23

16419-60-6

1609-47-8

87-24-1

Reaction Conditions

1.1 Reagents: Sodium carbonate Catalysts: Triphenylphosphine ,  Palladium diacetate Solvents: 1,4-Dioxane ;  16 h, 110 °C

Reference

Palladium-Catalyzed Carbonylations of Arylboronic Acids: Synthesis of Arylcarboxylic Acid Ethyl Esters

Liang, Apeng; et al, Advanced Synthesis & Catalysis, 2015, 357(14-15), 3104-3108

Production Method 24

529-20-4

87-24-1

Reaction Conditions

1.1 Reagents: Acetone Catalysts: Palladium diacetate ,  X-Phos ;  20 min, rt
1.2 Catalysts: Potassium carbonate ;  20 min, rt
1.3 overnight, 50 °C

Reference

Pd-Catalyzed Aldehyde to Ester Conversion: A Hydrogen Transfer Approach

Tschaen, Brittany A.; et al, Organic Letters, 2013, 15(3), 500-503

Production Method 25

14683-79-5

87-24-1

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Catalysts: 2-Nitrobenzeneseleninic acid Solvents: Water ;  rt

Reference

o-Nitrobenzeneseleninic acid

Renga, James M., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, 1,

Ethyl 2-methylbenzoate Raw materials

• O-Toluic acid
• 2-Iodotoluene
• (2-methylphenyl)boronic acid
• N-(2-methylphenyl)methylidenehydroxylamine
• 2-methylbenzamide
• 2-methylphenyl 4-fluorobenzenesulfonate
• Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1,8,8-trimethyl-7-oxo-,ethyl ester
• Diethyl pyrocarbonate
• Ethyl 2-bromobenzoate
• o-tolylhydrazine;hydrochloride
• Diethyl (trichloromethyl)phosphonate
• Potassium Ethoxy(oxo)acetate
• 2-Methylbenzaldehyde

Ethyl 2-methylbenzoate Preparation Products

• Ethyl 2-methylbenzoate (87-24-1)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

• 4619-49-2(2-{[(2-Methylphenyl)methoxy]carbonyl}benzoate)
• 55000-49-2(2,5-Dimethylbenzyl 2,5-dimethylbenzoate)
• 113674-51-4(benzyl 2-formylbenzoate)
• 4909-77-7(Benzyl 2,4,6-trimethylbenzoate)
• 55000-43-6(2,4-Dimethylbenzyl 2,4-dimethylbenzoate)
• 55000-44-7(2,5-Dimethylbenzyl 2,4-dimethylbenzoate)
• 55000-45-8(3,5-Dimethylbenzyl 2,4-dimethylbenzoate)
• 55000-48-1(2,4-Dimethylbenzyl 2,5-dimethylbenzoate)
• 874992-33-3(Benzoic acid, 2,3-dimethyl-, phenylmethyl ester)
• 41071-33-4(2-(Hydroxymethyl)benzoic acid; Et ether)