Reacción #90521

Ecuación de reacción

13

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

5-chloro-2-(trifluoromethyl)benzaldehyde

PTSA

→

crude compound 52

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

Disolventes

toluene

ethyl acetate

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

Procedimiento

To a solution of 13 (100 mg, 0404 mmol) in toluene 5 mL was added 5-chloro-2-(trifluoromethyl)benzaldehyde 51 (84.4 mg, 0.404 mmol) and PTSA (153.9 mg, 0.809 mmol). The reaction was stirred at 120° C. for 6 h. The reaction mixture 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 compound 52. The crude 52 was purified through flash chromatography by using 100-200 mesh silica gel. The compound (E)-2-(5-chloro-2-(trifluoromethyl)benzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 52 was eluted at 28% ethyl acetate in hexane to afford yellow coloured solid.

Fuente