Benzene → HCID 21424658, compound

Participants

Reaction Steps

To 20 ml. of benzene are added 5g. of ortho-methoxyphenol, 9ml. of 37 % formalin and 6.5 g. of para-methylphenethylamine. The mixture is heated on reflux for 10 hours and concentrated to dryness under reduced pressure. The residue is purified by column chromatography on silica gel with a mixture of acetone and benzene (1:4). The resultant oil is left standing at cool place for a week to be solidified. Recrystallization from normal hexane yields 8-methoxy-3-(4-methylphenethyl)-3,4-dihydro-2H-1,3-benzoxazine as colorless needles melting at 58°-63° C. Yield: 1.2 g.

Provenance & Evidence