Acetone → HCID 15852242, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of L-leucine (5.0 g, 38 mmol) and acetone (5.6 mL, 76 mmol) was agitated in an atmosphere of hydrogen (pressure, 33-52 psi) at room temperature in absolute ethanol (100 mL) in the presence of Pd/C (20%, 1 g) until the absorption of hydrogen almost ceased. Four milliliters of concentrated HCl (aq, 36.5%) was then added and stirred for 10 minutes; the catalyst was then removed by filtration. The filtrate was treated with aqueous ammonium hydroxide (29.8%) to adjust the pH to 6.5. White solid precipitated out which was isolated via filtration. The white solid was mixed with 100 mL of water and heated to boiling on a hot plate. After cooling down to 0° C., the white solid was filtered and dried under vacuum. Forty percent (2.6 g) of the pure titled compound was isolated as a white solid; mp 293-296° C. APCI-MS m/z 174.2 (MH+).

Provenance & Evidence