HCID 23439403, compound → HCID 23439478, compound

Participants

Reaction Conditions

Reaction Steps

A solution of iron trichloride hexahydrate (32.7 g) in water (100 ml) was added to a mixture of 2-chloro-3-fluoro-4-(isopropylsulphanyl)nitrobenzene (Method 78; 10.07 g) and zinc dust (26.36 g) in DMF (100 ml). The mixture was heated to 100° C. for two hours and then allowed to cool to ambient temperature. It was then diluted with EtOAc (500 ml) filtered through diatomaceous earth, washed with brine (4×250 ml), dried over magnesium sulphate and volatile material was removed by evaporation to leave an oil. This was purified by chromatography on silica gel, eluted with 10% EtOAc in hexane to give the title compound (5.29 g) as a solid. NMR: 1.11 (d, 6H), 3.10 (septet, 1H), 5.92 (s, 2H), 6.57 (d, 1H), 7.11 (t, 1H); m/z 219 (M+).

Provenance & Evidence