Phenyl isocyanate → HCID 67928888, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (5RS, 6RS)-6-phenyl-2-[4-(trifluoromethoxy)phenyl]-5,6-dihydro-4H-1,3-oxazin-5-ol (6 g) and phenyl isocyanate (2.4 g) in 1,2-dichloroethane (100 cc) is heated to a temperature in the region of 60° C. for 5 hours. After being cooled, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) and the residue obtained is purified by chromatography on silica (0.063-0.2 mm; 200 g) contained in a column 3.5 cm in diameter, eluting in 20-cc fractions with an ethyl acetate/cyclohexane mixture (30:70 by volume). Fractions 4 to 8 are combined and concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized in diisopropyl ether (5 cc). (5RS, 6SR)-6-Phenyl-5-phenylcarbamoyloxy-2-[4-(trifluoromethoxy)phenyl]-5,6-dihydro-4H-1,3-oxazine (1.1 g), m.p. 128° C., is thereby obtained.

Provenance & Evidence