Реакция #1090905

ord-7746a0164a4942df949b6000a2817ce9

Уравнение реакции

O=CC(=O)c1ccccc1
phenylglyoxal
OCCNCc1ccccc1
N-benzylethanolamine
O=C(c1ccccc1)C1OCCN1Cc1ccccc1
N-benzyl-2-benzoyloxazolidine
Выход 90.0%

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

Agami et al, Tetrahedron Lett., (1993) 34, 7061 describes the reaction of phenylglyoxal with (R)-N-methylphenylglycinol in refluxing acetonitrile to give (5R)-3,5-diphenyl-4-methyl-1,4-oxazin-2-one. Under the same conditions, however, we have found that the reaction of phenylglyoxal with N-benzylethanolamine gives predominantly (>90%) N-benzyl-2-benzoyloxazolidine. The desired product, N-benzyl-3-phenyl-1,4-oxazin-2-one was formed at a low level (5%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06046325uspto-grants-2000_04