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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275463Generated: October 31, 2026

Ethanol → 4-Ethylthio-5-methyl-6-carboxy-8-chlorothiochroman

https://huagongshe.com/reaction/1275463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
Reactant4-Ethylthio-5-methyl-6-ethoxycarbonyl-8-chlorothiochromanHCID 22118460—
SolventWaterHCID 962—
Product4-Ethylthio-5-methyl-6-carboxy-8-chlorothiochromanHCID 22118415143.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

0.75 Gram (2.3 mmol) of 4-ethylthio-5-methyl-6-ethoxycarbonyl-8-chlorothiochroman, 0.47 g (7.1 mmol) of potassium hydroxide, 5 ml of ethanol and 2 ml of water were mixed, and the mixture was stirred under heat at 60° C. for 2 hours. After the completion of the reaction, the solvent was distilled off, 5 ml of water was added, and then 2N hydrochloric acid was added to adjust a pH of 1. Then, the mixture was extracted with ethyl acetate twice. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off to give 1.0 g (yield 100%) of 4-ethylthio-5-methyl-6-carboxy-8-chlorothiochroman.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06159904
Source datasetuspto-grants-2000_12
ORD IDord-b665cdf0909f4a83be29f089c20ea151
Source noteuspto-grants-2000_12