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

HRID 533416노트

반응식

HRID 533416 반응식
[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]

참가 물질

3

반응물 2

HCID 24613Phosphorus oxybromideHCID 178497322HCID 178497322, 화합물

생성물 1

HCID 67773454Methyl 4-bromo-3-chloroquinoline-6-carboxylate수율 56.1%

반응 조건

온도
130 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-667da52522404e4a9fded3d4372f430a
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853242B2

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