Ethanol → 5-(4-Ethoxy-2,3-difluorophenyl)-2-pentylcyclohexanol

Participants

Reaction Conditions

Reaction Steps

53 g of 1-ethoxy-2,3-difluoro-4-(4-pentylcyclohex-3-enyl)benzene were dissolved in 500 ml of THF, and the mixture was cooled to 2° C. 195 ml of borane/THF complex were subsequently added dropwise over the course of 30 minutes with stirring. After the mixture had been stirred for a further 2 hours, 48 ml of ethanol were added dropwise to the solution at RT. Subsequently, firstly a solution of 10.6 g of sodium hydroxide and then 63 ml of 30% hydrogen peroxide were added dropwise. The mixture was subsequently refluxed for 2 hours and subjected to conventional work-up, giving 5-(4-ethoxy-2,3-difluorophenyl)-2-pentylcyclohexanol.

Provenance & Evidence