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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428234Generated: October 27, 2026

Methyl chloroformate → Methyl 3-(4,4-dimethyl-thiochroman-6-yl)propiolate

https://huagongshe.com/reaction/428234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
Reactant6-Ethynyl-4,4-dimethylthiochromanHCID 10932539—
ReactantEthyl 3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)propiolateHCID 11000580—
ReactantButyllithiumHCID 178418339—
ProductMethyl 3-(4,4-dimethyl-thiochroman-6-yl)propiolateHCID 18357955—

Reaction Steps

Employing the same general procedure as used for the preparation of ethyl 3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)propiolate (Compound A), but instead using 2.0 g (10 mmols) of (4,4-dimethyl-thiochroman-6-yl)ethyne, 2 g (21.3 mmols) of methylchloroformate and 11 mmols of n-butyl lithium the title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313163B1
Source datasetuspto-grants-2001_11
ORD IDord-a721a789403649dc87988c7fd0c3da7e
Source noteuspto-grants-2001_11