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

HRID 638285ノート

反応式

HRID 638285 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8679807a1c63495aa01dc9fcc46e342e
出典データセット
uspto-grants-1985_12
特許番号
US04560692

反応ノート

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