反応 #1135830

ord-e6a044578442493aa7132664e56ccc35

反応方程式

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
収率 66.9%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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)

出典

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