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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1374091Generated: October 29, 2026

Water → 4-(4-Cyanophenyl)-4-(3,4-dimethoxyphenoxy)butyl methanesulfonate

https://huagongshe.com/reaction/1374091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-[1-(3,4-Dimethoxyphenoxy)-4-hydroxybutyl]benzonitrileHCID 21867726—
SolventDichloromethaneHCID 6344—
Product4-(4-Cyanophenyl)-4-(3,4-dimethoxyphenoxy)butyl methanesulfonateHCID 21867568100%

Reaction Steps

A solution of methanesulfonyl chloride (3.4 mL, 5.0 g, 44 mmol) in DCM (15 mL) was added slowly to a cooled (−5° C.) mixture of 4-[1-(3,4-dimethoxyphenoxy)-4-hydroxybutyl]benzonitrile (from step (ii) above; 11 g, 34 mmol) and triethylamine (7 mL, 5.2 g, 50.6 mmol) in DCM (50 mL), during which addition the temperature did not rise above 2° C. Stirring was continued at between 0 and 5° C. for a further 2 h before water was added. The resulting organic layer was separated, and washed with water, separated again and then dried to give the sub-title compound in 100% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07164017B2
Source datasetuspto-grants-2007_01
ORD IDord-b24d41d1f71d47afbc48b13bd4943c67
Source noteuspto-grants-2007_01