Acetone → HCID 58212265, compound

Participants

Reaction Conditions

Reaction Steps

The compound (8) (23.28 g) and acetone (350 ml) were put in a reaction vessel under a nitrogen atmosphere, and heated to 50° C. 6N-Hydrochloric acid (150 ml) was added dropwise thereto in the temperature range of 40° C. to 50° C., and the mixture was stirred for 3 hours, and then cooled slowly to room temperature. Water (700 ml) and toluene (700 ml) were added and mixed thereto. Then, the mixture was allowed to stand until it had separated into two phases, the organic and aqueous phases, and an extractive operation to an organic phase was carried out. The organic phase was fractionated, and washed sequentially with a saturated aqueous solution of sodium hydrogencarbonate and water, and then dried over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure, and the residue was purified by means of recrystallization from a mixed solvent of toluene and heptane (toluene: heptane=1:1 by volume), and dried, giving 18.33 g of 4′-[2-fluoro-4-(4-pentyl-cyclohexyl)-phenyl]-bicyclohexyl-4-carbaldehyde (9). The yield based on the compound (8) was 81.3%.

Provenance & Evidence