Phosphorus oxybromide → Methyl 4-bromo-3-chloroquinoline-6-carboxylate

HRID 533416ノート

反応式

HRID 533416 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1O)=[CH:9][C:8]([C:13]([O:15][CH3:16])=[O:14])=[CH:7][CH:6]=2.P(Br)(Br)([Br:19])=O>>[Br:19][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]([O:15][CH3:16])=[O:14])[CH:9]=2)[N:4]=[CH:3][C:2]=1[Cl:1]

参加物

3

反応物 2

HCID 24613Phosphorus oxybromideHCID 178497322HCID 178497322、化合物

生成物 1

HCID 67773454Methyl 4-bromo-3-chloroquinoline-6-carboxylate収率 56.1%

反応条件

温度
130 °C

実験手順

A mixture of methyl 3-chloro-4-hydroxyquinoline-6-carboxylate (600 mg) and phosphoryl bromide (868 mg) was heated under stirring in an oil bath at 130° C. for 6 hours. Ice-water was added, followed by neutralization with saturated aqueous sodium bicarbonate and extraction with ethyl acetate. The organic layer was washed with water, dried, and concentrated under reduced pressure to obtain methyl 4-bromo-3-chloroquinoline-6-carboxylate (426 mg).

後処理

  1. temperaturewas heated
  2. extractionfollowed by neutralization with saturated aqueous sodium bicarbonate and extraction with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-667da52522404e4a9fded3d4372f430a
出典データセット
uspto-grants-2014_10
特許番号
US08853242B2

反応ノート

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