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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049458Generated: October 31, 2026

Water → 3,3-Dimethylbutyl methanesulfonate

https://huagongshe.com/reaction/1049458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethyl-1-butanolHCID 12233—
ReactantMethanesulfonyl chlorideHCID 31297—
SolventTetrahydrofuranHCID 8028—
Product3,3-Dimethylbutyl methanesulfonateHCID 19039459102.4%

Reaction Steps

To a solution of 3,3-dimethylbutan-1-ol (20.2 g) and triethylamine (41.3 mL) in THF (200 mL) was added methanesulfonyl chloride (24.9 g) under ice-cooling, and the mixture was stirred for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (36.5 g) as a red-orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-09a3ec4136bb499badd3916476705502
Source noteuspto-grants-2016_07