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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970987Generated: November 4, 2026

Hydrochloric Acid → 4-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonate

https://huagongshe.com/reaction/1970987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant4-{[Tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanolHCID 59543135—
SolventDichloromethaneHCID 6344—
Product4-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonateHCID 59543156—

Reaction Steps

To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanol (500 mg, 2.01 mmol) and TEA (0.56 mL, 4.03 mmol) in DCM (5 mL) was added MsCl (0.28 mL, 3.6 mmol) at 0° C. The reaction mixture was warmed to room temperature, left to stir for 1 h, treated with sodium bicarbonate solution, and neutralized with 1 N HCl. The mixture was extracted with DCM. The combined organics were dried, and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431569B2
Source datasetuspto-grants-2013_04
ORD IDord-e2145f3596e943008256e96fcebd68c3
Source noteuspto-grants-2013_04