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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412327Generated: November 1, 2026

Thionyl Chloride → 3-(But-1-en-1-yl)-2,2-dimethylcyclopropane-1-carbonyl chloride

https://huagongshe.com/reaction/412327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 54109341HCID 54109341—
CatalystDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product3-(But-1-en-1-yl)-2,2-dimethylcyclopropane-1-carbonyl chlorideHCID 5735884686.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

Fifty grams (50 g) of 2,2-dimethyl-3-(1-butenyl)cyclopropanecarboxylic acid, 350 ml of hexane and 0.6 g of N,N-dimethylformamide were mixed together. At 50° C., 39 g of thionyl chloride was eye-dropped thereto over 30 minutes. Subsequently, the reaction mixture was stirred for 1 hour at 50° C. The reaction mixture was then concentrated under reduced pressure to provide 48 g of 2,2-dimethyl-3-(1-butenyl)cyclopropane carboxylic chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562853B2
Source datasetuspto-grants-2003_05
ORD IDord-9a86e43b98e84eff978165eeeedff3c6
Source noteuspto-grants-2003_05