Reacción #90531

Ecuación de reacción

PTSA

13

6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one

4-(trifluoromethyl)benzaldehyde

→

(E)-6-methoxy-5-morpholino-2-(4-(trifluoromethyl)benzylidene)-2,3-dihydro-1H-inden-1-one

Disolventes

ethyl acetate

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (3×25 mL)
2. 2
   SecadoThe organic layer was dried over sodium sulphate
3. 3
   Concentraciónconcentrated
4. 4
   Otroto get the crude 85 which
5. 5
   Otrowas purified through flash chromatography
6. 6
   LavadoThe compound 85 was eluted at 28% ethyl acetate in hexane

Procedimiento

To a solution of 13 (100 mg, 04048 mmol) in toluene 10 mL was added 4-(trifluoromethyl)benzaldehyde 84 (70.4 mg, 0.404 mmol). PTSA (153.9 mg, 0.809 mmol) was added to the reaction mass, then stirred at 120° C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude 85 which was purified through flash chromatography by using 100-200 mesh silica gel. The compound 85 was eluted at 28% ethyl acetate in hexane to afford yellow coloured solid compound (E)-6-methoxy-5-morpholino-2-(4-(trifluoromethyl)benzylidene)-2,3-dihydro-1H-inden-1-one 85.

Fuente