반응 #417969

ord-c78f0255ddd5448f8298883d429ea4a4

반응 방정식

BrB(Br)Br
BBr3
COc1cc([N+](=O)[O-])ccc1Br
1-bromo-2-methoxy-4-nitrobenzene
O=[N+]([O-])c1ccc(Br)c(O)c1
desired compound
수율 65.0%
O=[N+]([O-])c1ccc(Br)c(O)c1
2-bromo-5-nitro-phenol
수율 65.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The mixture was quenched with water
  2. 2
    추출extracted with ethyl acetate (3×20 mL)
  3. 3
    기타The combined extracts were dried
  4. 4
    기타the crude was purified by flash column chromatography

실험 절차

BBr3 (8.58 mL of 1.0M solution, 8.6 mmol) was added to the DCM (10 mL) solution of 1-bromo-2-methoxy-4-nitrobenzene (1.0 g, 4.3 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. The mixture was quenched with water and extracted with ethyl acetate (3×20 mL). The combined extracts were dried and the crude was purified by flash column chromatography to get the desired compound as pale brown powder in 65% yield (600 mg).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877752B2uspto-grants-2014_11