87-24-1 (邻甲基苯甲酸乙酯,Ethyl 2-methylbenzoate)

_100%

反应条件：

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

参考文献：

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

合成路线：1 步

_100%

反应条件：

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

参考文献：

Synthesis and antimicrobial activity of new prenylated 2-pyrone derivatives

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

合成路线：1 步

105-58-8

_99%

反应条件：

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

参考文献：

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

合成路线：1 步

_98%

反应条件：

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

参考文献：

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

合成路线：1 步

6091-64-1

74-88-4

_96%

反应条件：

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

参考文献：

Nickel-Catalyzed Methylation of Aryl Halides with Deuterated Methyl Iodide

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

合成路线：1 步

6091-64-1

74-88-4

_12%

反应条件：

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

参考文献：

A flow microreactor system enables organolithium reactions without protecting alkoxycarbonyl groups

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

合成路线：1 步

6091-64-1

74-88-4

_12%

反应条件：

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

参考文献：

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

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

合成路线：1 步

866-23-9

_94%

参考文献：

A high yield route to ethyl esters of carboxylic acids

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

合成路线：1 步

1906-57-6

95-46-5

_92%

反应条件：

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

参考文献：

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

合成路线：1 步

_92%

反应条件：

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

参考文献：

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

合成路线：1 步

_92%

反应条件：

1.1 Catalysts: Tetramethylurea , Dichlorobis(triphenylphosphine)palladium

参考文献：

Preparation of carboxylic acid derivatives

, Japan, , ,

合成路线：1 步

_84%

反应条件：

1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

参考文献：

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

合成路线：1 步

_90%

反应条件：

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

参考文献：

An Efficient Catalyst for Pd-Catalyzed Carbonylation of Aryl Arenesulfonates

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

合成路线：1 步

28276-79-1

_90%

反应条件：

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

参考文献：

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

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

合成路线：1 步

74-96-4

_89%

反应条件：

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

参考文献：

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

合成路线：1 步

74-96-4

_89%

反应条件：

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

参考文献：

A mild esterification process in phosphonium salt ionic liquid

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

合成路线：1 步

_89%

反应条件：

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

参考文献：

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

合成路线：1 步

1942884-32-3

_88%

反应条件：

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

参考文献：

Cobalt-Catalyzed Esterification of Amides

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

合成路线：1 步

1906-57-6

615-37-2

_86%

反应条件：

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

参考文献：

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

合成路线：1 步

221635-86-5

_86%

反应条件：

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

参考文献：

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

合成路线：1 步

16419-60-6

1609-47-8

_85%

反应条件：

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

参考文献：

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

合成路线：1 步

529-20-4

_85%

反应条件：

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

参考文献：

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

合成路线：1 步

529-20-4

_75%

反应条件：

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

参考文献：

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

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

合成路线：1 步

527-85-5

_81%

反应条件：

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

参考文献：

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

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

合成路线：1 步

14683-79-5

_75%