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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929471Generated: October 31, 2026

Diethyl Ether → (S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride

https://huagongshe.com/reaction/929471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantThionyl ChlorideHCID 24386—
Reactant(S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolaneHCID 86667891—
ReactantHCID 178418306HCID 178418306—
Product(S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chlorideHCID 50914396—

Reaction Conditions

Temperature-78 °C

Reaction Steps

tert-Butyl lithium is added to a solution of (S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolane in ether at −78° C. and the mixture stirred at −78° C. for 30 mins. A solution of thionyl chloride in ether is then added, the mixture warmed to room temperature and concentrated under reduced pressure. The residue is dissolved in chloroform, filtered and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296686B2
Source datasetuspto-grants-2016_03
ORD IDord-f585a24a31f249a8846d59603f46269c
Source noteuspto-grants-2016_03