Reacción #2965

Ecuación de reacción

(±)-trans-2-ethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride

N-phenyl-2-phenylhydrazono-3-oxobutyramide

→

title compound

Rendimiento 25.6%

(±)-trans-6-Ethyl-3-methyl-8a-(3-methoxyphenyl)-2-phenylaminocarbonyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[2,3-g]isoquinoline

Rendimiento 25.6%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe residue was purified by flash chromatography (EtOAc/MeOH/conc. NH4OH 90:10:1)

Procedimiento

0.8 g (2.47 mmol) of (±)-trans-2-ethyl-4a-(3-methoxyphenyl)-6-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride, 0.7 g (2.47 mmol) of N-phenyl-2-phenylhydrazono-3-oxobutyramide, 0.24 g (3 mmol) of CH3 COONa, 0.74 g (11.3 mmol) of zinc dust and 2.5 ml of glacial acetic acid were treated as described in example 1. The residue was purified by flash chromatography (EtOAc/MeOH/conc. NH4OH 90:10:1) yielding 0.28 g of the title compound. M.p.=178-180° C.

Fuente