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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090411Generated: October 31, 2026

Triethylamine → (1-Cyanocyclopropyl)methyl methanesulfonate

https://huagongshe.com/reaction/2090411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1-(Hydroxymethyl)cyclopropane-1-carbonitrileHCID 22028207—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(1-Cyanocyclopropyl)methyl methanesulfonateHCID 54220629—

Reaction Steps

At r.t. to a solution of 1-(hydroxymethyl)cyclopropanecarbonitrile (0.41 g, 4.2 mmol) in methylene chloride (10 mL) was added methanesulfonyl chloride (490 uL, 6.3 mmol), followed by triethylamine (1.5 mL, 10.0 mmol) and 4-dimethylaminopyridine (18 mg, 0.15 mmol). The mixture was stirred at r.t. for 3 h. It was diluted with methylene chloride, washed with water and brine, dried over Na2SO4. After filtration the filtrate was concentrated to yield the crude product which was used in the next step reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-66ee2b89c6fb4d1bbf8f17e053863ceb
Source noteuspto-grants-2013_05