Reacción #2267074

Ecuación de reacción

compound 12

3-Acetylamino-4-methoxyphenylacetone

NaBH4

→

desired product 13

Rendimiento 95.1%

1-(3-Acetylamino-4-methoxyphenyl)-2-propyl Alcohol

Rendimiento 95.1%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónIt was extracted with CHCl3 three times
2. 2
   LavadoThe combined organic phases were washed with brine
3. 3
   Secadodried over Na2SO4
4. 4
   OtroRemoval of the solvent
5. 5
   Otroafforded the crude product
6. 6
   OtroPurification of the crude product

Procedimiento

To a solution of compound 12 (0.25 g, 1.13 mmol) in methanol was added NaBH4 in portions in the period of 20 min at 0° C. The resulting solution was stirred at such temperature for another 40 min. No more starting materials were detected on TLC. Ice water was added to the reaction slowly. It was extracted with CHCl3 three times. The combined organic phases were washed with brine, and dried over Na2SO4. Removal of the solvent afforded the crude product. Purification of the crude product by using a silica gel column gave the desired product 13 (0.24 g, 95%). 1HNMR(CDCl3): 8.24 (d, J=1.8 Hz, 1H), 7.75 (br, 1H), 6.82 (m, 2H), 4.00 (m, 1H), 3.86 (s, 3H), 2.70 (m, 2H), 2.20 (s, 3H), 1.24 (d, J=6.1 Hz, 3H).

Fuente