4'-Chloropropiophenone → HCID 13882446, compound

Participants

Reaction Steps

To a Grignard reactant prepared from 1.82 g. of magnesium turnings and 22.3 g. of 4-[3-(piperidin-1-yl)-propoxy]-bromophenol in 100 ml. of dry tetrahydrofuran a solution of 8.4 g. of p-chloropropiophenone in 30 ml. of tetrahydrofuran is added dropwise, under slight reflux. The reaction mixture is slightly boiled for an additional hour, whereupon it is cooled and decomposed with a saturated aqueous ammonium chloride solution. The aqueous phase is extracted with tetrahydrofuran, the tetrahydrofuran phase is washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and evaporated to dryness in vacuo. Crystallization of the residue from a mixture of n-hexane and ethyl acetate yields 12.2 g. of the named compound, melting at 104° to 105° C.

Provenance & Evidence