Phenyl isocyanate → HCID 14650667, compound

Participants

Reaction Steps

Working in a manner similar to that described in Example 12, but starting with 4-methyl-2,6-diphenyl-5,6-dihydro-4H-1,3-oxazin-5-ol (mixture of 4SR, 5RS, 6SR and 4RS, 5RS, 6SR diastereoisomers, 50:50 mole/mole; 3.7 g) and phenyl isocyanate (5 g), then purifying the oil obtained by chromatography on a column (height: 45 cm; diameter: 4 cm) of silica, eluting with a mixture of cyclohexane and ethyl acetate (85:15 by volume) and collecting 25-cc fractions, fractions 22 to 25 being combined and concentrated to dryness under reduced pressure (4 kPa) at 45° C., followed by recrystallization of the solid obtained in acetonitrile, (4SR, 5RS, 6SR)-2,6-diphenyl-4-methyl-5-phenylcarbamoyloxy-5,6-dihydro-4H-1,3-oxazine (0.8 g), m.p. 150° C., is obtained.

Provenance & Evidence