Water → HCID 19900760, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-t-butyl-5,5-dimethyl-2-[2-(nitromethylsulphonyl)thien-5-yl]-1,3-dioxane (A) (1.47 g), trifluoroacetic acid (15 ml), and water (1.5 ml) was stirred for 45 minutes at 60° C. The reaction mixture was poured into water (50 ml), and extracted with ether (2×50 ml). The combined ether extracts were washed with saturated aqueous sodium hydrogen carbonate solution (20 ml), water (3×20 ml), and then dried (MgSO4). The solvent was removed by evaporation to give 2-(2,2-dimethylpropionyl)-5-(nitromethylsulphonyl)thiophene as a white solid (0.605 g, 54% yield), m.p. 98°-99° C. (after recrystallisation from aqueous ethanol); MMR (250 MHz): 1.42(s, 9H), 5.72(s, 2H), 7.78(d, 1H), 7.82(d, 1H); m/e (electron impact) 292 (M+H)+ ; microanalysis, found: C,41.3, H.4.5, N,4.7%; C10H13NO5S2 requires: C,41.2, H,4.5, N,4.8%.

Provenance & Evidence