Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895535Generated: October 30, 2026

Sulfuryl chloride → (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride

https://huagongshe.com/reaction/1895535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
Reactant(R)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolaneHCID 86667889—
ReactantHCID 178418306HCID 178418306—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
Product(R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chlorideHCID 50914395—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of tert-butyl lithium in hexane (1.7M, 7.65 mL) was added dropwise to a solution of (R)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolane (1.21, 6.5 mmol) in diethyl ether (12 mL) at −78° C., and the reaction stirred at −78° C. for 30 min. Sulfuryl dichloride (SO2Cl2, 538 μL, 6.5 mmol) was added, the mixture warmed to room temperature and the solvents removed under reduced pressure. The product was used in the next step with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513443B2
Source datasetuspto-grants-2013_08
ORD IDord-d9d91d29dd8e454d97da2c0751b71470
Source noteuspto-grants-2013_08