Potassium sodium tartarate → 7-(4-Fluorophenylsulfonyl)-9-iodo-1,2,4,5-tetrahydro-3-benzazepine

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Reaction Steps

To a solution of 3-trifluoroacetyl-9-iodo-1,2,4,5-tetrahydro-3-benzazepine-7-sulfonyl fluoride (5.29, 11.5 mmol) in tetrahydrofuran (50 ml) was added 4-fluorophenylmagnesium chloride (50 ml, 1M in tetrahydrofuran, 50 mmol). The resulting solution was stirred for 18 h without cooling then poured into saturated aqueous sodium potassium tartrate (150 ml), and extracted with diethyl ether (100 ml), The resulting organic layer washed with brine (100 ml), dried (MgSO4), and evaporated. Isolation using an SCX column and crystallisation from diethyl ether gave the subtitle compound as a white solid (2.4 g).

Provenance & Evidence