Butyl iodide → HCID 21906070, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1 g (5 mmol) of 1-t-butoxycarbonyl-4-hydroxypiperidine and 2.8 g (15 mmol) of 1-iodobutane in 5 mL of DMP was added 330 mg (11 mmol) of NaH (80% dispersion in mineral oil) and the mixture was heated to 40° C. After 5 h, 20 mL of H2O was added to the reaction mixture and it was extracted with ethyl acetate. The combined organic fractions were washed with sat'd NaCl solution, dried over MgSO4, filtered and the filtrate was concentrated. The residue was purified by chromatography (silica, hexanes:ethyl acetate=4:1) to give 1-t-butoxycarbonyl-4-(butoxy)piperidine. Removal of the BOC protecting group was achieved as described in Example 4, Step 2 to give the title compound.

Provenance & Evidence