반응 #1135829

ord-33ea12cf4795485882cab5ec462e21f7

반응 방정식

COC(=O)CCCCCCC(=O)Cl
methyl 8-chloro-8-oxooctanoate
Nc1ccc(Br)cc1[N+](=O)[O-]
4-bromo-2-nitroaniline
CCN(CC)CC
triethylamine
COC(=O)CCCCCCC(=O)Nc1ccc(Br)cc1[N+](=O)[O-]
methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate
수율 81.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척washed with 1 N HCl, saturated sodium bicarbonate solution and brine
  2. 2
    농축The separated organic layer was concentrated
  3. 3
    기타purified by biotage column chromatography

실험 절차

To a solution of methyl 8-chloro-8-oxooctanoate (229 mg, 1.11 mmol) in DMF at 0° C. was added a solution of 4-bromo-2-nitroaniline (200 mg, 0.922 mmol) and triethylamine (0.37 mL, 2.77 mmol) in DMF drop-wise. The reaction was stirred overnight at room temperature, diluted with ethyl acetate and washed with 1 N HCl, saturated sodium bicarbonate solution and brine. The separated organic layer was concentrated and purified by biotage column chromatography to give methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate (290 mg)

출처

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