Phosphorus oxychloride → 7-Bromo-2-chloroquinoxaline

HRID 711363

반응식

HRID 711363 반응식
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8](O)=[N:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:15])=O>CN(C=O)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[CH:7][C:8]([Cl:15])=[N:9]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178516705HCID 178516705, 화합물

생성물 1

HCID 49132537-Bromo-2-chloroquinoxaline수율 93%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

반응 조건

온도
100 °C

실험 절차

To the suspension of 7-bromoquinoxalin-2-ol (2 g, 8.88 mmol) in neat phosphorus oxychloride (7 mL) was added DMF (2 drops). The mixture was heated to 100° C. for 3 h. Then it was cooled to room temperature. Phosphorus oxychloride was removed under vacuum, and the residue was dissolved into EtOAc and dropped into ice water with stirring. The mixture was extracted with EtOAc for three times, the combined organic layer was washed with saturated NaHCO3 solution. Then the organic layer was concentrated to afford 7-bromo-2-chloroquinoxaline as a solid in 93% yield (2 g).

후처리

  1. temperatureThen it was cooled to room temperature
  2. customPhosphorus oxychloride was removed under vacuum
  3. dissolutionthe residue was dissolved into EtOAc
  4. additiondropped into ice water
  5. extractionThe mixture was extracted with EtOAc for three times
  6. washthe combined organic layer was washed with saturated NaHCO3 solution
  7. concentrationThen the organic layer was concentrated

출처 및 근거

ORD 기록
ord-fd3b037881a242e096a036135ef61d3c
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181264B2

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