Réaction #90538

Équation de réaction

PTSA

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

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

4-((trifluoromethyl)thio)benzaldehyde

→

crude compound 104

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

Solvants

ethyl acetate

benzene

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water (3×25 mL)
2. 2
   SéchageThe organic layer was dried over sodium sulphate
3. 3
   Concentrationconcentrated

Mode opératoire

To a solution of 5-bromo-6-methoxy-2, 3-dihydro-1H-inden-1-one 11 (250 mg, 0.1037 mmol) in benzene was added 4-((trifluoromethyl)thio)benzaldehyde 72 (213 mg, 0.103 mmol). PTSA (395 mg, 0.207 mmol) was added, the reaction mass was stirred at 120° C. for 6 h, then 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 104 and was purified through flash chromatography by using 100-200 mesh silica gel. The compound 104 was eluted at 30% ethyl acetate in hexane to afford yellow coloured solid.

Source