反応 #2267074

反応方程式

compound 12

3-Acetylamino-4-methoxyphenylacetone

NaBH4

→

desired product 13

収率 95.1%

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

収率 95.1%

溶媒

methanol

反応条件

後処理

1. 1
   抽出It was extracted with CHCl3 three times
2. 2
   洗浄The combined organic phases were washed with brine
3. 3
   乾燥dried over Na2SO4
4. 4
   その他Removal of the solvent
5. 5
   その他afforded the crude product
6. 6
   その他Purification of the crude product

実験手順

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).

出典