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Phosphorus oxychloride → 3-Isobutyryl-4-chloro-8-methoxyquinoline

HRID 1382281
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HRID 1382281 반응식
[C:1]([C:6]1[C:15](=O)[C:14]2[C:9](=[C:10]([O:17][CH3:18])[CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].P(Cl)(Cl)([Cl:21])=O>C(Cl)(Cl)Cl>[Cl:21][C:15]1[C:14]2[C:9](=[C:10]([O:17][CH3:18])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][C:6]=1[C:1](=[O:5])[CH:2]([CH3:4])[CH3:3]
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참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 102639013-isobutyryl-8-methoxy-4(1H)-quinolone

생성물 1

HCID 100841433-Isobutyryl-4-chloro-8-methoxyquinoline수율 71%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

3-Isobutyryl-8-methoxy-4(1H)-quinolone (8.31 g, 0.034 mol) was heated under reflux in a mixture of phosphorus oxychloride (20 ml) and chloroform (30 ml) for 30 minutes. The mixture was evaporated and the residue was partitioned between dichloromethane and sodium hydrogen carbonate solution. The organic solution was washed with sodium hydrogen carbonate solution, water and brine, dried, filtered and evaporated to give 4-chloro-3-isobutyryl-8-methoxyquinoline as a brown oil (6.4 g, 71%).

후처리

  1. customThe mixture was evaporated
  2. customthe residue was partitioned between dichloromethane and sodium hydrogen carbonate solution
  3. washThe organic solution was washed with sodium hydrogen carbonate solution, water and brine
  4. customdried
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-93c26d57b65f40b8afd2396f967ad0b8
출처 데이터셋
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04806549

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