Triethylamine → 6-Methyl-6-phenyl-1,3-oxazinan-2-one

Participants

Reaction Steps

A solution of 4-amino-2-phenylbutan-2-ol (5.0 g, 0.03 mol) in CH2Cl2 (50 mL) was added triphosgene (2.97 g, 0.01 mol) and Et3N (9.09 g, 0.09 mol) at 0° C. After stirring for 1 h, the mixture was diluted with water and extracted with CH2Cl2. The organic layer was washed with brine, dried over Na2SO4, concentrated and purified by chromatography to afford 6-methyl-6-phenyl-1,3-oxazinan-2-one (1.14 g, 20%). 1H NMR (CDCl3): 1.60 (s, 3H), 1.80-2.00 (m, 1H), 2.30-2.40 (m, 1H), 3.15-3.21 (m, 1H), 6.00 (s, 1H), 7.30-7.45 (m, 5H), 8.90-9.01 (m, 1H).

Provenance & Evidence