Acetone → HCID 13778607, compound

Participants

Reaction Steps

A mixture of L-valine (29.29 g, 250 mmol)6 and acetone (18.36 mL, 500 mmol, Malinckrodt Baker Inc., Paris, Ky. 40361) was agitated in an atmosphere of hydrogen (pressure, 41-50 psi) at room temperature in 500 mL ethanol in the presence of Pd/C (20%, 4 g) until the absorption of hydrogen had ceased. The mixture was filtered, and the filter cake washed with 450 mL 1 M HCl. The filtrate was treated with concentrated aqueous sodium hydroxide (29.8%) to adjust the pH to 5.5, and concentrated to dryness under reduced pressure. The white solid thus obtained was extracted by stirring 2 to 3 hours vigorously with 250 mL methanol followed by filtration. This process was repeated several times. The combined extracts were concentrated under reduced pressure, and the white solid thus obtained was recrystallized from methanol and dried under vacuum to give 36.48 g (92%) of the pure titled compound in two crops as a white solid: mp >300° C. APCI-MS m/z 160.2 (MH+).

Provenance & Evidence