反应 #2267070

ord-a9a61f4ca8f04b30a8369b6436cc3cd4

反应方程式

COc1ccc2c(c1)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
4
COc1ccc2c(c1)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
1-Hydroxy-3-methyl-1-(4-nitrophenyl)-6-methoxyisochroman
CC(=O)NN
acetic hydrazide
COc1ccc(C(=NNC(C)=O)c2ccc([N+](=O)[O-])cc2)c(CC(C)O)c1
desired product
收率 66.3%
COc1ccc(C(=NNC(C)=O)c2ccc([N+](=O)[O-])cc2)c(CC(C)O)c1
6′-(2-Hydroxypropyl)-4′-methoxy-4-nitrobenzophenone acetylhydrazone
收率 66.3%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The resulting solution was heated
  2. 2
    温度to reflux for 3 hours
  3. 3
    其他The solvent was removed under reduced pressure
  4. 4
    workup.ADDITIONThe residue was treated with NaHCO3
  5. 5
    萃取extracted with ethyl acetate
  6. 6
    洗涤The combined organic phase was washed with brine
  7. 7
    干燥dried over Na2SO4
  8. 8
    其他Removal of the solvent

实验过程

To a solution of 4 (1.6 g) in 25 ml of ethanol was added acetic hydrazide (0.4 g) and 2 drops of concentrated HCl. The resulting solution was heated to reflux for 3 hours. The solvent was removed under reduced pressure. The residue was treated with NaHCO3, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried over Na2SO4. Removal of the solvent gave the desired product (1.25 g).

来源

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