p-METHYLACETOPHENONE → 6-chloro-2-(4-methylphenyl)quinoline-4-carboxylic acid

HRID 638285노트

반응식

HRID 638285 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[OH-:13].[Na+].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](=O)[CH3:23])=[CH:18][CH:17]=1>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]=[C:22]([C:19]1[CH:20]=[CH:21][C:16]([CH3:15])=[CH:17][CH:18]=1)[CH:23]=[C:5]2[C:6]([OH:11])=[O:13]

참가 물질

5

반응물 3

HCID 8500p-METHYLACETOPHENONEHCID 14798Sodium HydroxideHCID 872035-chloro-1H-indole-2,3-dione

생성물 1

HCID 11330936-chloro-2-(4-methylphenyl)quinoline-4-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 18.15 g of 5-chloroisatin in 200 ml of ethanol was added 30 ml of 10N sodium hydroxide. To this mixture was added 16 ml (0.12 mol) of p-methylacetophenone, and it was stirred and heated under reflux for 3.2 hr. It was then concentrated in vacuo, and the residue was diluted to 250 ml with water. The above named acid was precipitated by the addition of acetic acid as a tan solid. Recrystallization from acetonitrile gave 31.6 g of the above-named acid as a tan solid.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 3.2 hr
  3. concentrationIt was then concentrated in vacuo
  4. additionthe residue was diluted to 250 ml with water
  5. customwas precipitated by the addition of acetic acid as a tan solid
  6. customRecrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-8679807a1c63495aa01dc9fcc46e342e
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560692

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