反应 #2267074

ord-9f92f7e210094c56ad03269fc30f567d

反应方程式

COc1ccc(CC(C)=O)cc1NC(C)=O
compound 12
COc1ccc(CC(C)=O)cc1NC(C)=O
3-Acetylamino-4-methoxyphenylacetone
[BH4-].[Na+]
NaBH4
COc1ccc(CC(C)O)cc1NC(C)=O
desired product 13
收率 95.1%
COc1ccc(CC(C)O)cc1NC(C)=O
1-(3-Acetylamino-4-methoxyphenyl)-2-propyl Alcohol
收率 95.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取It was extracted with CHCl3 three times
  2. 2
    洗涤The combined organic phases were washed with brine
  3. 3
    干燥dried over Na2SO4
  4. 4
    其他Removal of the solvent
  5. 5
    其他afforded the crude product
  6. 6
    其他Purification of the crude product

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06887867B2uspto-grants-2005_05