Phenyl isocyanate → HCID 14650705, compound

Participants

Reaction Steps

Working in a manner similar to that described in Example 12, but starting with (5RS, 6SR)-2-(3-furyl)-6-phenyl-5,6-dihydro-4H-1,3-oxazin-5-ol (2.6 g) and phenyl isocyanate (3.8 g), and after purification of the solid obtained by chromatography on a column (height: 30 cm; diameter: 4 cm) of silica (0.2-0.063 mm), eluting with a mixture of dichloroethane and ethyl acetate (90:10 by volume) and collecting 40-cc fractions, fractions 20 to 28 being combined and concentrated to dryness under reduced pressure (4 kPa) at 45° C., followed by recrystallizaiton in isopropyl ether (10 cc), (5RS, 6SR)-2-(3-furyl)-6-phenyl-5-phenylcarbamoyloxy-5,6-dihydro-4H-1,3-oxazine (1.55 g), m.p. 130° C., is obtained.

Provenance & Evidence