6-Aminohexanoic Acid → HCID 86196164, compound

Participants

Reaction Steps

6-Aminocaproic acid (10 g, 76 mmo) was dissolved in tert-butylalcohol (100 ml), 5N NaOH (15 ml, 76 mmol) was added thereto, and the mixture was stirred at room temperature for 10 minutes. Di-tert-butyl-dicarbonate (18.3 g, 83 mmol) dissolved in tert-butylalcohol (100 ml) was added thereto and stirred at room temperature for 24 hours. Then, water (100 ml) was added thereto and the mixture was concentrated under a reduced pressure, cooled to 0° C., and then, 2N H2SO4 was added thereto dropwise until pH of the mixture became 2. Thereafter, the resultant was extracted with ethyl acetate, the extract was washed with water, dried over MgSO4 and concentrated. The concentrate was purified using column chromatography (ethyl acetate:toluene:acetic acid=20:10:0.3) to obtain the title compound (17.9 g) as a white solid.

Provenance & Evidence