HCID 22813385, compound → HCID 22813387, compound

Participants

Reaction Steps

A suspension of trans-4,6,6a,8,9,10a-hexahydro-7H-indolo-[3,4 gh]-[1,4]-benzoxazine (700 mg; 0.0032 m), Pd/c (10%, 700 mg) and butrylaldehyde (500 mg, 0.006 m) in abs. ethanol (75 ml) is hydrogenated at room temperature for 8 hours. The catalyst is filtered, and the solvent is removed under reduced pressure (20 mm). The resulting oil is chromatographed (silica, chloroform, saturated with aqueous ammonia). The solid is recrystallized from hexane to yield 250 mg of trans-4,6,6a,8,9,10a-hexahydro-7-n-butyl-7H-indolo-[3,4 gh]-[1,4]-benzoxazine; m.p. softens 29°-130°, m.p. 134°-140°.

Provenance & Evidence