proline dl-form → HCID 12767213, compound

Participants

Reaction Conditions

Reaction Steps

DL-Proline (2.5 g 0.0217 mole) was dissolved in water (20 ml) containing 2 N NaOH (10.9 ml, 0.0219 equiv) cooled to 0° C. and n-butyl isocyanate (3.27 g 0.33 mole) added dropwise to the stirred solution during 2 hours. The mixture was left at room-temperature overnight, filtered and washed with ether. The aqueous solution was acidified with concentrated hydrochloric acid (30 ml) and heated on the steam-bath for 30 minutes, cooled and continuously extracted with ether for 2 hours. Removal of the solvent gave a clear oil which was distilled under reduced pressure in a Kugelrohr apparatus to yield the product as a colourless oil, b.p. 90° C. at 0.02 mm. Yield 3.5 g=83%.

Provenance & Evidence