Reacción #5092

Ecuación de reacción

2,3-dihydro-4,6dimethyl-7-hydroxy-1H-inden-1-one

sodium hydride

hydrochloric acid

p-anisaldehyde

→

2,3-dihydro-4,6-dimethyl-7-hydroxy-2-(4-methoxybenzylidene)-1H-inden-1-one

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGfurther stirred at room temperature for 1 hour
2. 2
   Otrothe crystals formed
3. 3
   Filtraciónwere collected by filtration
4. 4
   LavadoThe crystals were washed with water and with n-hexane
5. 5
   Otrodried
6. 6
   OtroRecrystallized from ethanol

Procedimiento

10 Grams of 2,3-dihydro-4,6dimethyl-7-hydroxy-1H-inden-1-one was dissolved in 200 ml of dimethylformamide, then 5.45 g of 60%-sodium hydride was added gradually thereto and the reaction mixture was stirred at room temperature for 30 minutes. Next, 6.91 ml of p-anisaldehyde was added to the reaction mixture and further stirred at room temperature for 1 hour. The reaction mixture was poured into 500 ml of ice-water, then acidified by adding hydrochloric acid, and the crystals formed were collected by filtration. The crystals were washed with water and with n-hexane and dried. Recrystallized from ethanol to obtain 16.09 g of 2,3-dihydro-4,6-dimethyl-7-hydroxy-2-(4-methoxybenzylidene)-1H-inden-1-one. Yellow needle-like crystals. Melting point: 192°-193° C.

Fuente