反应 #2267080

ord-8ee4d3da0e57482d9f98599d67594ed5

反应方程式

COc1cc2c(cc1NC(C)=O)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
22
COc1cc2c(cc1NC(C)=O)CC(C)OC2(O)c1ccc([N+](=O)[O-])cc1
6-Acetylamino-1-hydroxy-3-methyl-1-(4-nitrophenyl)-7-methoxyisochroman
CC(=O)NN
acetic hydrazide
COc1ccc(CC(C)O)c(C(=NNC(C)=O)c2ccc([N+](=O)[O-])cc2)c1NC(C)=O
desired product 23
收率 86.5%
COc1ccc(CC(C)O)c(C(=NNC(C)=O)c2ccc([N+](=O)[O-])cc2)c1NC(C)=O
2′-Acetylamino-6′-(2-hydroxypropyl)-3′-methoxy-4-nitrobenzophenone acetylhydrazone
收率 86.5%

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 refluxed for 3 hours
  2. 2
    其他The solvent was removed under reduced pressure
  3. 3
    workup.ADDITIONThe residue was treated with NaHCO3
  4. 4
    萃取extracted with ethyl acetate
  5. 5
    洗涤The combined organic phases were washed with brine
  6. 6
    干燥dried over Na2SO4
  7. 7
    其他Removal of the solvent

实验过程

To a solution of 22 (1.7 g) in 25 ml of ethanol was added acetic hydrazide (0.5 g) and 2 drops of concentrated HCl. The resulting solution was refluxed for 3 hours. The solvent was removed under reduced pressure. The residue was treated with NaHCO3, and extracted with ethyl acetate. The combined organic phases were washed with brine, dried over Na2SO4. Removal of the solvent gave the desired product 23 (1.25 g).

来源

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