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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335644Generated: 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/335644

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 numberUS08884058B2
Source datasetuspto-grants-2014_11
ORD IDord-83adb21d82b2466f87b39ef6748c0f1f
Source noteuspto-grants-2014_11