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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566156Generated: October 27, 2026

Hydrochloric Acid → 1-(3,5-Difluorophenyl)-4-pentylcyclohexan-1-OL

https://huagongshe.com/reaction/566156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Bromo-3,5-difluorobenzeneHCID 136313—
Reactant4-PentylcyclohexanoneHCID 566097—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product1-(3,5-Difluorophenyl)-4-pentylcyclohexan-1-OLHCID 21265325110%

Reaction Steps

To a mixture of magnesium (600 mmol) and 1,300 ml of THF was added dropwise 1-bromo-3,5-difluorobenzene (500 mmol) at room temperature, and stirred at the same temperature for 30 min to prepare a Grignard reagent. To this solution was added dropwise a mixture of 4-pentylcyclohexanone (600 mmol) and 200 ml of THF, and stirred at the same temperature overnight. After 600 ml of 1N hydrochloric acid was added and stirred for 30 min, the reaction solution was extracted twice with diethyl ether and dried over anhydrous magnesium sulfate. The solvent was distilled off to give a (1-hydroxy-4-pentylcyclohexyl)-3,5-difluorobenzene (550 mmol). Purification was not particularly performed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174458B1
Source datasetuspto-grants-2001_01
ORD IDord-9020a7c21a724341abac2eda7a6088d5
Source noteuspto-grants-2001_01