Phosphorus oxychloride → 7-Bromo-2-chloroquinoxaline

HRID 711363

反応式

HRID 711363 の反応式
[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

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178516705HCID 178516705、化合物

生成物 1

HCID 49132537-Bromo-2-chloroquinoxaline収率 93%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fd3b037881a242e096a036135ef61d3c
出典データセット
uspto-grants-2015_11
特許番号
US09181264B2

関連ノート

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