Isopropanol → 3-{[4-Chloro-3-(methylsulfonyl)phenyl]methylene}-2,4-pentanedione

Participants

Reaction Conditions

Reaction Steps

4-Chloro-3-(methylsulfonyl)benzaldehyde (760 mg), 2-propanol (10 mL), 2,4-pentanedione (0.8 mL), formic acid (22 mL) and piperidine (57 mL) were mixed and stirred at 22-25° C. for 20 h. The product was filtered, washed with 2-propanol and dried. The compound was purified by crystallization from toluene (15 mL, yield 790 mg, melting point 170-172° C.). 1H-NMR (400 MHz, DMSO-d6) d=2.27 (s, 3H), 2.47 (s, 3H), 3.40 (s, 3H), 7.72 (dd, J=8.3 Hz, 2.2 Hz, 1H), 7.84 (d, J=8.3 Hz, 1H), 7.84 (s, 1H), 8.19 (d, J=2.2 Hz, 1H).

Provenance & Evidence