Potassium Carbonate → HCID 59739596, compound

Participants

Reaction Conditions

Reaction Steps

3-Methanesulfonyl-5,5-dimethyl-4,5-dihydroisoxazole (87 mg, 0.49 mmol), sodium hydrosulfide hydrate (73 mg, 0.99 mmol), sodium hydroxy methanesulfonate dihydrate (151 mg, 0.99 mmol) and potassium carbonate (136 mg, 0.99 mmol) were added to DMF (10 ml) at 0° C. and the mixture was stirred at 0° C. for 2 hours. 2-(1-Bromo-2,2,2-trifluoroethyl)-1,3-difluorobenzene (135 mg, 0.49 mmol) was added and the suspension was stirred at room temperature for 5 hours. The reaction was partitioned between water and ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and concentrated. The crude product was purified by chromatography on silica gel (eluent: ethyl acetate/hexane) to give the product as a white solid (55 mg, 35% yield). 1H-NMR (400 MHz, CDCl3): 1.41 (3H, s, Me), 1.45 (3H, s, Me), 2.80 (1H, d, CH2), 2.82 (1H, d, CH2), 5.98 (1H, m, CH), 6.97 (2H, m, CH), 7.37 (1H, m, CH).

Provenance & Evidence