Hydrochloric Acid → HCID 178520636, compound

Participants

Reaction Steps

First, 1.4 g of lithium borohydride and 50 ml of dry tetrahydrofuran were placed in a 200 ml flask whose content was replaced with argon. Then, 25 ml of a tetrahydrofuran solution in which 12.1 g of 1-[trans-4-(2-methoxycarbonylethyl)cyclohexyl]-2,3-difluorobenzene was dissolved was added dropwise to the reaction mixture at room temperature, and the resultant reaction mixture was stirred under reflux for 1 hour. Diluted hydrochloric acid was added to the reaction mixture, and an organic layer was extracted with ether. The ether layer was washed with water and dried over anhydrous sodium sulfate. Thereafter, the solvent was distilled away. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=3/1) and recrystallized from hexane to obtain 9.3 g of 1-[trans-4-(3-hydroxypropyl)cyclohexyl]-2,3-difluorobenzene (Y: 85.1%). The compound thus obtained had a purity of 99.1% by GC and 99.0% by HPLC.

Provenance & Evidence