Dimethyl Sulfoxide → HCID 54403033, compound

Participants

Reaction Steps

To oxalyl chloride (1.01 g) in dichloromethane (10 ml) at -70° C. was added dimethylsulphoxide (1.23 g) in dichloromethane (6 ml). To the resulting mixture was dropwise added a solution of α-(1-phenylethenyl)-2,4-dichlorobenzenemethanol (2.07 g) in dichloromethane (6 ml). Triethylamine (2.17 g) was added to the reaction mixture and the resulting mixture was stirred for an additional 20 minutes and then allowed to warm to room temperature. The reaction mixture was washed with water and the organic phase separated and concentrated under reduced pressure. The resulting residue was redissolved in ethyl acetate, washed with water, dried over anhydrous magnesium sulphate. The solvent removed under reduced pressure to yield 1-(2,4-dichlorophenyl)-2-(4-methylphenyl)propen-1-one (δ (CDCl3), 5.92 (1H,s) 6.16 (1H,s) and 7.1-7.3 (10H,m) p.p.m.) as an oil having the formula: ##STR19##

Provenance & Evidence