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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1680157Generated: October 27, 2026

Methyl Methacrylate → Methyl tetrahydro-4-methyl-3-oxo-2-thiophenecarboxylate

https://huagongshe.com/reaction/1680157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl MethacrylateHCID 6658—
ReactantPiperidineHCID 8082—
ReactantMethyl ThioglycolateHCID 16907—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductMethyl tetrahydro-4-methyl-3-oxo-2-thiophenecarboxylateHCID 10487456—

Reaction Steps

100 g (1 mole) of methacrylic acid methyl ester are added dropwise to 106 g of thioglycolic acid methyl ester and 1 ml of piperidine. The reaction mixture is added dropwise to a solution of 40 g of sodium methylate in 200 ml of methanol. The mixture is stirred for a further half an hour, poured onto water, acidified and extracted with methylene chloride and the organic phase is washed with water and dried with sodium sulfate. After distillation, 4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester is obtained (bp. 110° to 115°/14 Pascal).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04272507
Source datasetuspto-grants-1981_06
ORD IDord-00d3c601c26e409cba822f1b9244c5a5
Source noteuspto-grants-1981_06