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

Participants

Role	Name	HCID	Charge
Reactant	Hexane	HCID 8058	—
Reactant	Sulfuryl chloride	HCID 24648	—
Reactant	(S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolane	HCID 86667891	—
Reactant	HCID 178418306	HCID 178418306	—
Solvent	Diethyl Ether	HCID 3283	—
Product	(S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride	HCID 50914396	—

Reaction Conditions

Temperature	-78 °C

Reaction Steps

A solution of tert-butyl lithium in hexane (1.7M, 2 eq) is added dropwise to a solution of (S)-4-(2-iodoallyl)-2,2-dimethyl-1,3-dioxolane (1 eq) in diethyl ether at −78° C., and the reaction stirred at −78° C. for 30 min. Sulfuryl dichloride (1 eq) is added, the mixture warmed to room temperature and the solvents removed under reduced pressure.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08884058B2
Source dataset	uspto-grants-2014_11
ORD ID	ord-a2fd20f564be4e7f911d8f9e03821a81
Source note	uspto-grants-2014_11