反应 #1135830

ord-e6a044578442493aa7132664e56ccc35

反应方程式

COC(=O)CCCCCCC(=O)Nc1ccc(Br)cc1[N+](=O)[O-]
methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate
O.[Cl][Sn][Cl]
SnCl2.H2O
COC(=O)CCCCCCC(=O)Nc1ccc(Br)cc1N
methyl 8-(2-amino-4-bromophenylamino)-8-oxooctanoate
收率 66.9%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The reaction was heated
  2. 2
    温度to reflux overnight
  3. 3
    其他quenched by water
  4. 4
    过滤The mixture was filtered
  5. 5
    萃取the filtrate was extracted with ethyl acetate
  6. 6
    其他The combined organic layer was dried
  7. 7
    浓缩concentrated
  8. 8
    其他purified by biotage column chromatography

实验过程

To a solution of methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate (241 mg, 0.623 mmol) in EtOH was added SnCl2.H2O (490 mg, 2.37 mmol). The reaction was heated to reflux overnight and quenched by water. The mixture was filtered and the filtrate was extracted with ethyl acetate. The combined organic layer was dried, concentrated and purified by biotage column chromatography to afford methyl 8-(2-amino-4-bromophenylamino)-8-oxooctanoate (149 mg)

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09381196B2uspto-grants-2016_07