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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399285Generated: October 27, 2026

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

https://huagongshe.com/reaction/399285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantEthyl 3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-2-yl)propiolateHCID 11000580—
Reactant4,4-Dimethyl-6-ethynylchromanHCID 15616994—
ReactantButyllithiumHCID 178418339—
ProductMethyl 3-(4,4-dimethyl-chroman-6-yl)propiolateHCID 18357965—

Reaction Steps

Employing the same general procedure as used for the preparation of ethyl 3-[5,5,8,8,-tetramethyl-5,6,7,8-tetrahydro-naphth-2-yl]propiolate (Compound A) but instead using 1.86 g (10 mmols) of [4,4-dimethyl-chroman-6-yl]ethyne, 2 g (21.3 mmols) of methylchloroformate and 11 mmols of n-butyllithium the title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05817836
Source datasetuspto-grants-1998_10
ORD IDord-d04d7bb3a5d04f12a3cc0e6d15b82c5c
Source noteuspto-grants-1998_10