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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657494Generated: October 29, 2026

Water → 4-Cyclopropylmethoxy-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrile

https://huagongshe.com/reaction/657494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant4-(4-Fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrileHCID 59442573—
SolventDimethyl SulfoxideHCID 679—
Product4-Cyclopropylmethoxy-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrileHCID 59442649—

Reaction Steps

500 mg of 4-(4-fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrile were dissolved in 10 ml of dry dimethyl sulfoxide, treated with 190 mg of potassium hydroxide and stirred for 30 min at room temperature. Subsequently, 0.17 ml of bromomethylcyclopropane were slowly added dropwise. The reaction mixture was stirred for 24 h, treated with water and extracted with EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. The crude product, a clear oil, was purified by chromatography on silica gel using HEP/EA (2:1). 510 mg of the title compound were obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076324B2
Source datasetuspto-grants-2011_12
ORD IDord-3b8184610c2c408682f11d170eb38f11
Source noteuspto-grants-2011_12