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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365762Generated: October 31, 2026

Water → HCID 58248246, compound

https://huagongshe.com/reaction/2365762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(-)-3-HydroxytetrahydrofuranHCID 641512—
SolventDichloromethaneHCID 6344—
ProductHCID 58248246HCID 5824824647%

Reaction Steps

A solution of (R)-tetrahydrofuran-3-ol (1.1 g, 12.5 mmol) and triethylamine (13.6 mL, 97.5 mmol) in CH2Cl2 was cooled in an ice-water bath. To this, methanesulfonyl chloride (3.0 mL, 39 mmol) diluted in CH2Cl2 (10 mL) was added dropwise. The reaction was left stirring for 12 hours at room temperature. Water was added, and organic phases extracted in CH2Cl2 (3×50 mL), which were subsequently dried onto silica and purified by silica gel chromatography (50% EtOAc:Hexanes to 100% EtOAc gradient) to afford (R)-tetrahydrofuran-3-yl methanesulfonate (0.97 g, brown oil, 47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697709B2
Source datasetuspto-grants-2014_04
ORD IDord-5a2eac5b7d374a96a8b97786f00ac760
Source noteuspto-grants-2014_04