Potassium Hydroxide → HCID 23117152, compound

Participants

Reaction Conditions

Reaction Steps

A solution of hydroxylamine hydrochloride (11.7 g) in warm water (100 ml) was poured into a mixture of cyclohexyl (4-benzyloxy-2-fluorophenyl)methanone (20.22 g, 64.7 mmol) and EtOH (54 ml). A solution of sodium hydroxide (11.13 g, 0.278 mol) in water (54 ml) was then added as rapidly as the reflux permitted. The reaction mixture was heated for 12 h and then most of the EtOH was removed by distillation. To the residue was added a solution of potassium hydroxide (8.7 g, 0.155 mol) in water (54 ml). The mixture was refluxed for 2 days, then cooled to about 6° C. and stirred vigorously. A white solid was obtained, which was thoroughly washed with water and triturated with diisopropyl ether. The benzisoxazole was obtained as a white powder (12.26 g, 62%) after filtration. mp 110° C.

Provenance & Evidence