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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847340Generated: October 29, 2026

Thioglycolic Acid → 2-Carboxymethylthio-2-methyltetrahydrofuran

https://huagongshe.com/reaction/847340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycolic AcidHCID 1133—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2,3-Dihydro-5-methylfuranHCID 15145—
SolventTetrahydrofuranHCID 8028—
Product2-Carboxymethylthio-2-methyltetrahydrofuranHCID 19957989—

Reaction Steps

A mixture of 2-methyl-4,5-dihydrofuran and 2-mercaptoacetic acid in THF are treated with a catalytic amount of para-toluene sulfonic acid according to the procedure in Example I.A.2. After removal of the solvent, S-(2-methyl-tetrahydrofuran-2-yl) mercaptoacetic acid is obtained. Alternatively, mercaptosuccinic acid is reacted with 2-methyl-4,5-dihydrofuran and then converted to a mercaptosuccinic anhydride derivative by a dehydrating agent such as dicyclohexyl carbodiimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05141648
Source datasetuspto-grants-1992_08
ORD IDord-830539f29cae46b183a8347432d38385
Source noteuspto-grants-1992_08