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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77060Generated: October 26, 2026

2-Methylthiophene → Methyl 2-(5-methylthiophen-2-yl)-2-oxoacetate

https://huagongshe.com/reaction/77060

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylthiopheneHCID 11126—
ReactantMethyl chloroglyoxylateHCID 79846—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(5-methylthiophen-2-yl)-2-oxoacetateHCID 5526843299.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of aluminum trichloride (2.75 g, 20.6 mmol) and methyl 2-chloro-2-oxoacetate (1.90 mL, 20.7 mmol) in dry DCM (25 mL), cooled at 0° C. and under nitrogen atmosphere, is added 2-methylthiophene (1.00 mL, 10.33 mmol) dropwise. The reaction is stirred at RT for 15 hours. Then the mixture is cooled at 0° C., ice-water is slowly added and the organic phase is washed with aq. NaHCO3 and brine, dried over Na2SO4 and evaporated to obtain intermediate I266 as a brown oil (1.9 g, quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835682B2
Source datasetuspto-grants-2014_09
ORD IDord-7c5d0a31ffa3492c9161eb21654422d0
Source noteuspto-grants-2014_09