HCID 178444495, compound → HCID 178444497, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl acetate (40 mL) was added to the mixture of 4-(trans-4-(trans-4-pentylcyclohexyl)cyclohexyl)-2-oxetanone and 4-(cis-4-(trans-4-pentylcyclohexyl)cyclohexyl)-2-oxetanone (mixing ratio: 98/2, 10.8 g, 28.1 mmol) synthesized in Example 4 and coarsely purified with silica gel chromatography, to dissolve the mixture at 30° C., followed by cooling to −20° C. Crystals deposited after lapsing 5 minutes were suction-filtered and dried under reduced pressure to provide 4-(trans-4-(trans-4-pentylcyclohexyl)cyclohexyl)-2-oxetanone/4-(cis-4-(trans-4-pentylcyclohexyl)cyclohexyl)-2-oxetanone=99.9/0.1 (8.3 g, 25.8 mmol, yield: 92%). Ethyl acetate (30 mL) was added to the resulting crystals, and the same operation was performed to provide 4-(trans-4-(trans-4-pentylcyclohexyl)cyclohexyl)-2-oxetanone (trans-isomer: 100%, 7.3 g, 24.2 mmol, yield: 94%).

Provenance & Evidence