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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720794Generated: October 25, 2026

Thioglycerol → 6,7Dihydroxy-3methyl-4-thiaheptanoic acid t-butyl ester

https://huagongshe.com/reaction/1720794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycerolHCID 7291—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl CrotonateHCID 5463127—
SolventWaterHCID 962—
Product6,7Dihydroxy-3methyl-4-thiaheptanoic acid t-butyl esterHCID 1056265673%

Reaction Conditions

Temperature60 °C

Reaction Steps

To thioglycerol (0.835 ml), t-butyl crotonate (10 ml) and triethylamine (1 ml) were added, followed by stirring at 60° C. for 48 hours. After cooling and addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off, to yield the title compound (1.82 g, yield 73%) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506267
Source datasetuspto-grants-1996_04
ORD IDord-8f641081fb3b4fbf8f3b3c0e8fc51e3e
Source noteuspto-grants-1996_04