Imidazole → 4-(3-Hydroxypropyloxymethyl)piperidine

Participants

Reaction Steps

A solution of 5.0 g (36 mmol) of 3-bromopropanol, 1.04 g (54 mmol) of chlorotriisopropylsilane, and 7.1 g (104 mmol) of imidazole in 50 mL of CH2Cl2 was stirred for 3 d. To the reaction mixture was added 100 mL of H2O and the mixture was extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered and the filtrate was concentrated. The residue was purified by chromatography (silica, hexanes:ethyl acetate=19:1) to give the title compound.

Provenance & Evidence