Colorless oily liquid,Have a fragrant smell;Solubility: miscible in ethanol\Ether\Most organic solvents such as ethyl acetate;Density: relative density(water=1)1.08;relative density(atmosphere=1)5.04;Stability: stable;Danger signs 14(Toxicproduct);mainuse to: used as solvent\Dye intermediate,And paint\Synthesis of drugs.
Synthetic Circuit 1
1.1
Reagents:
Graphene
(oxide)
Solvents:
Benzene
;
120 °C
Reference
Method for synthesis of diethyl oxalate under catalysis of modified graphene
,
China,
,
,
Synthetic Circuit 2
1.1
Catalysts:
Ferric sulfate
Solvents:
Benzene
Reference
Fe2(SO4)3·xH2O catalytic esterification of aliphatic carboxylic acids with alcohols
Zhang, Gui-Sheng,
Synthetic Communications,
1998,
28(7),
1159-1162
Synthetic Circuit 3
1.1
Catalysts:
N-Methylimidazolium tetrafluoroborate
Solvents:
N-Methylimidazolium tetrafluoroborate
;
4 h, 110 °C
Reference
Esterification method in ion liquid [Hmim]+BF4-
,
China,
,
,
Synthetic Circuit 4
1.1
Catalysts:
Hexahydro-2-oxo-1H-azepine-1-propanesulfonic acid
;
6 h, 90 °C
Reference
Synthesis and catalytic esterification performance of caprolactam task-specific ionic liquids
Hu, Jingjing;
Zhao, Dishun;
Li, Jingjing;
Zhai, Jianhua;
Hu, Tiantian,
Youji Huaxue,
2015,
35(8),
1773-1780
Synthetic Circuit 5
1.1
Reagents:
Phosphorus oxide (P4O10)
Reference
Reactions of cyclic anhydrides. Part IX. Facile esterification of carboxylic acids with organophosphorus reagents. Novel application of alkylphosphoric esters (APE)
Balasubramaniyan, V.;
Bhatia, V. G.;
Wagh, S. B.,
Tetrahedron,
1983,
39(9),
1475-85
Synthetic Circuit 6
1.1
Reagents:
Aluminum chloride
,
Potassium peroxymonosulfate sulfate (2KHSO5.KHSO4.K2SO4)
Solvents:
Water
;
10 min, rt
Reference
Oxone-Mediated Oxidative Cleavage of β-Keto Esters and 1,3-Diketones to α-Keto Esters and 1,2-Diketones in Aqueous Medium
Stergiou, Anastasios;
Bariotaki, Anna;
Kalaitzakis, Dimitris;
Smonou, Ioulia,
Journal of Organic Chemistry,
2013,
78(14),
7268-7273
Synthetic Circuit 7
1.1
Catalysts:
Divinylbenzene-styrene copolymer
(sulfonated)
Reference
Catalyst for esterification of oxalic acid
,
Czechoslovakia,
,
,
Synthetic Circuit 8
1.1
Catalysts:
Aluminum chloride
(polymer-supported)
,
Zinc chloride
(polymer-supported)
Solvents:
Benzene
Reference
Study on the polymer protected catalyst PVC-aluminum chloride.zinc chloride used in the esterification between dicarboxylic acid and alcohol
Liu, Fuan;
Li, Yaoxian;
Zhang, Jingwen;
Xu, Zhiluo;
Huang, Huamin,
Jilin Daxue Ziran Kexue Xuebao,
1991,
(1),
120-2
Synthetic Circuit 9
1.1
Reagents:
Oxygen
Catalysts:
N,N,N′,N′-Tetramethylethylenediamine
,
Cuprous chloride
,
Octahydro-2,5-dimethylpentalene-2,5-imin-7-yloxy
Solvents:
(Trifluoromethyl)benzene
;
5 min, 23 °C
1.2
Solvents:
(Trifluoromethyl)benzene
;
1 h, 23 °C
Reference
Cu/N-Oxyl-catalyzed aerobic oxidative esterification to oxalic acid diesters from ethylene glycol via highly selective intermolecular alcohol oxidation
Morino, Yusuke;
Yatabe, Takafumi;
Suzuki, Kosuke;
Yamaguchi, Kazuya,
Green Chemistry,
2022,
24(5),
2017-2026
Synthetic Circuit 10
1.1
Solvents:
Toluene
;
rt → 84 °C; 84 °C → 85 °C; 85 °C → 86 °C
Reference
Method for preparing diethyl oxalate using toluene as solvent
,
China,
,
,
Synthetic Circuit 11
1.1
Solvents:
Benzene
;
reflux
Reference
Stereoselective control in the Staudinger reactions involving monosubstituted ketenes with electron acceptor substituents: experimental investigation and theoretical rationalization
Qi, Hengzhen;
Li, Xinyao;
Xu, Jiaxi,
Organic & Biomolecular Chemistry,
2011,
9(8),
2702-2714
Synthetic Circuit 12
1.1
Reagents:
Hydrochloric acid
Catalysts:
Stannous chloride
;
rt → reflux; 3 h, reflux; reflux → rt
1.2
Solvents:
Benzene
;
rt → reflux; reflux
Reference
Method for recovering oxalic acid from mother liquor residue of cyclization of triazine ring with tin chloride catalyst
,
China,
,
,
Synthetic Circuit 13
1.1
Catalysts:
Boron oxide (B2O3)
;
rt → 70 °C
Reference
Esterification reaction method and application to prepare wintergreen oil and diethyl oxalate
,
China,
,
,
Synthetic Circuit 14
1.1
Catalysts:
Sulfuric acid
Solvents:
Ethanol
;
1 h, reflux
Reference
New series of γ-pyrone based podands: synthesis, characterization and study of their application in acetate salts cation trapping for nucleophilic substitution reactions
Teimuri-Mofrad, Reza;
Aghaiepour, Alireza;
Rahimpour, Keshvar,
ARKIVOC (Gainesville,
2019,
(5),
121-132
Synthetic Circuit 15
1.1
Reagents:
Tetramethylammonium hydroxide
;
4 - 48 h, > 1.5 MPa, 0 - 60 °C
Reference
Technologic route for synthesizing oxalic acid and oxalate from carbon monoxide and carbon dioxide, and synthesis of ethylene glycol, methylal and ethylene glycol methyl ether
,
China,
,
,
Synthetic Circuit 16
1.1
Catalysts:
Zincate(3-), μ4-oxotris[μ-[2-[(4-sulfobutyl)amino]-1,4-benzenedicarboxylato(3-)-…
;
60 min, 110 °C
Reference
Esterification method using -SO3H-containing metal organic framework compound as catalyst
,
China,
,
,
Synthetic Circuit 17
1.1
Reagents:
Oxygen
Catalysts:
Tetrabutylammonium iodide
,
Palladium
;
8 h, 25 atm, 70 °C
Reference
Synthesis of Ethylene Glycol from Syngas via Oxidative Double Carbonylation of Ethanol to Diethyl Oxalate and Its Subsequent Hydrogenation
Satapathy, Anilkumar;
Gadge, Sandip T.;
Bhanage, Bhalchandra M.,
ACS Omega,
2018,
3(9),
11097-11103
Synthetic Circuit 18
1.1
Catalysts:
1H-Benzimidazole, 1-butyl-2-methyl-, tetrafluoroborate(1-) (1:1)
;
4.0 h, 80 °C
Reference
Synthesis, characterization, and crystal structure of several novel acidic ionic liquids based on the corresponding 1-alkylbenzimidazole with tetrafluoroboric acid
Chen, Shuan-Hu;
Yang, Fen-Rong;
Wang, Ming-Tian;
Wang, Na-ni,
Comptes Rendus Chimie,
2010,
13(11),
1391-1396
Synthetic Circuit 19
Reference
1,1'-Oxalyldiimidazole, a new reagent for activation of carboxylic acid
Murata, Shizuaki,
Chemistry Letters,
1983,
(12),
1819-20