4-Toluenesulfonyl chloride → tert-Butyl 1-(4-(2,2,2-trifluoro-1-(tosyloxyimino)ethyl)phenyl)ethylcarbamate

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 1-(4-(2,2,2-trifluoro-1-(hydroxyimino)ethyl)phenyl)ethylcarbamate (640 mg, 1.93 mmol) was dissolved in CH2Cl2 (15 ml) together with DIPEA (367 μl, 2.11 mmol) and DMAP (23 mg, 0.19 mmol). The mixture was cooled to 0° C. before slow, portionwise addition of 4-toluenesulfonyl chloride (367 mg, 1.93 mmol). The reaction was allowed to reach room temperature over 2 h, washed with H2O (4*15 ml), dried over MgSO4, filtered and evaporated. The product was purified by flash chromatography using Pet. Ether/EtOAc (3:1) as eluent to give 817 mg (87%) of the title compound as pale solids.

Provenance & Evidence