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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510468Generated: October 27, 2026

Methanol → 4-Chloro-3-methyl-butyric acid methyl ester

https://huagongshe.com/reaction/510468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactantbeta-Methyl-gamma-butyrolactoneHCID 98451—
Product4-Chloro-3-methyl-butyric acid methyl esterHCID 5530294287%

Reaction Conditions

Temperature-10 °C

Reaction Steps

4-Methyl-dihydro-furan-2-one (4 g, 39.95 mmol) was dissolved in MeOH (10 ml) and the solution was cooled to −10° C. Thionyl chloride (3.6 ml, 49.9 mmol) was added dropwise. The mixture was stirred at −10° C. for 2 hrs and hereafter for 16 hrs at room temperature. The mixture was concentrated in vacuo to give crude 4-Chloro-3-methyl-butyric acid methyl ester (4 g, 87%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096612B2
Source datasetuspto-grants-2015_08
ORD IDord-8768b1f75ed24ff5b8e9103655b15bbc
Source noteuspto-grants-2015_08