Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417311Generated: October 31, 2026

Water → Oxan-4-yl methanesulfonate

https://huagongshe.com/reaction/417311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
SolventDichloromethaneHCID 6344—
ProductOxan-4-yl methanesulfonateHCID 11344352100.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

Step A To a solution of 4-hydroxytetrahydropyran (4.5 g, 44 mmol) (Aldrich) in dichloromethane (90 mL) at 0° C. was added triethylamine (5.4 g, 53 mmol), and methanesulfonyl chloride (3.73 mL, 48 mmol, Aldrich). The reaction mixture was stirred at 0° C. for 1 h, then at room temperature for 1.5 h. The mixture was poured into water, extracted with dichloromethane. The organic layer was separated, washed with water, brine, dried over MgSO4, and concentrated to give crude methanesulfonic acid tetrahydropyran-4-yl ester as a white solid (Yield 8 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088815B2
Source datasetuspto-grants-2012_01
ORD IDord-0afe8f02cdcd4cf2ba5cb5290a360883
Source noteuspto-grants-2012_01