تفاعل #1135830

ord-e6a044578442493aa7132664e56ccc35

معادلة التفاعل

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
المردود 66.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction was heated
  2. 2
    درجة الحرارةto reflux overnight
  3. 3
    أخرىquenched by water
  4. 4
    ترشيحThe mixture was filtered
  5. 5
    استخلاصthe filtrate was extracted with ethyl acetate
  6. 6
    أخرىThe combined organic layer was dried
  7. 7
    تركيزconcentrated
  8. 8
    أخرىpurified by biotage column chromatography

الإجراء التجريبي

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)

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09381196B2uspto-grants-2016_07