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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963964Generated: October 26, 2026

Methanesulfonyl chloride → (R)-(tetrahydrofuran-2-yl)methyl methanesulfonate

https://huagongshe.com/reaction/1963964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2R)-oxolan-2-ylmethanolHCID 6931745—
SolventDichloromethaneHCID 6344—
Product(R)-(tetrahydrofuran-2-yl)methyl methanesulfonateHCID 1864974292.6%

Reaction Steps

A mixture of (R)-(tetrahydrofuran-2-yl)methanol (600 mg, 5.87 mmol), DCM (35 ml), TEA (0.983 ml, 7.05 mmol) was diluted with methanesulfonyl chloride (0.467 ml, 5.99 mmol), via a dropwise addition. The reaction mixture was stirred at ambient temperature for 5 hours and the reaction progress was followed by LCMS. The crude reaction mixture was washed with saturated sodium bicarbonate (1×), water (2×), filtered and concentrated to a constant mass, giving 980 mg of the title compound, which was used without further purification. LCMS (m/z): 181.0 (MH+), retention time=0.40 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415381B2
Source datasetuspto-grants-2013_04
ORD IDord-48e1598afde14f59b7095b01466c9a76
Source noteuspto-grants-2013_04