Benzaldehyde → HCID 570179, compound

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Reaction Steps

The reaction of benzaldehyde and 5,6,7,8-tetrahydroquinoxaline is carried out on the same molar scale and in the same manner as described in Example V. The crude reaction product is submitted to bulb-to-bulb distillation [oven temp. ~60° C. (0.1 mm Hg)] to remove volatiles. Column chromatography (30 g silica gel developed in 3% acetone/hexane), followed by high performance liquid chromatography (Magnum®9, Partisil®10, developed in 4% acetone/2,2,4 trimethylpentane) provides 6% yield of 2-benzoyl-5,6,7,8-tetrahydroquinoxaline as a solid (m.p. 61.5°-63.5° C.). The structure is confirmed by IR and NMR spectroscopy, and by elemental analysis.

Provenance & Evidence