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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956745Generated: November 1, 2026

Triethylamine → 1,2-Bis(methanesulfonyloxymethyl)cyclohexane, (1R,2R)-

https://huagongshe.com/reaction/1956745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactantrel-(1R,2R)-1,2-CyclohexanedimethanolHCID 11217323—
SolventAcetonitrileHCID 6342—
Product1,2-Bis(methanesulfonyloxymethyl)cyclohexane, (1R,2R)-HCID 25348350.8%

Reaction Steps

The thus obtained compound (2) (5.1 g; 35.4 mmol) is dissolved in triethylamine (10.37 g; 103 mmol) and acetonitrile (127 ml), and methanesulfonyl chloride (8.13 g; 71 mmol) is dropwise added thereto under ice-cooling. The resultant mixture is ice-cooled for 1 hour and allowed to react at room temperature for 3 hours. The reaction mixture is washed with water, dried and concentrated, followed by addition of diethyl ether. Precipitated crystals are collected by filtration to give trans-1,2-bis(methanesulfonyloxymethyl)cyclohexane (3) (5.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780632
Source datasetuspto-grants-1998_07
ORD IDord-3601dd9c4a50487cb572637bf35d1cdc
Source noteuspto-grants-1998_07