반응 #1135830

ord-e6a044578442493aa7132664e56ccc35

반응 방정식

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
수율 66.9%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction was heated
  2. 2
    온도to reflux overnight
  3. 3
    기타quenched by water
  4. 4
    여과The mixture was filtered
  5. 5
    추출the filtrate was extracted with ethyl acetate
  6. 6
    기타The combined organic layer was dried
  7. 7
    농축concentrated
  8. 8
    기타purified by biotage column chromatography

실험 절차

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)

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09381196B2uspto-grants-2016_07