Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411539Generated: October 28, 2026

Water → 4-(4-Cyanophenyl)-4-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl methanesulfonate

https://huagongshe.com/reaction/411539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-{4-Hydroxy-1-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl}-benzonitrileHCID 22235408—
SolventDichloromethaneHCID 6344—
Product4-(4-Cyanophenyl)-4-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl methanesulfonateHCID 22235517100%

Reaction Steps

A solution of 4-{4-hydroxy-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenoxy]butyl}benzonitrile (see step (ii) above; 2.37 g, 6.45 mmol) and TEA (1.35 mL, 9.68 mmol) in DCM (10 mL) was cooled to −5° C. Methanesulfonyl chloride (0.65 mL, 8.38 mmol) in DCM (5 mL) was added slowly. After addition was complete, the temperature was maintained below 5° C. for 1 h before DCM and water were added. The organic layer was washed with water, dried (Na2SO4) and then evaporated to yield 2.87 g (100%) of the sub-title compound. This was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559162B2
Source datasetuspto-grants-2003_05
ORD IDord-9b277457e9dd45738393983307b63d40
Source noteuspto-grants-2003_05