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

HRID 1382316ノート

反応式

HRID 1382316 の反応式
[C:1]([C:8]1[C:17](=O)[C:16]2[C:11](=[C:12]([O:19][CH3:20])[CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(=O)([O-])O.[Na+].P(Cl)(Cl)([Cl:28])=O>C(Cl)(Cl)Cl>[Cl:28][C:17]1[C:16]2[C:11](=[C:12]([O:19][CH3:20])[CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9][C:8]=1[C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 117780603-hexanoyl-8-methoxy-4(1H)-quinolone

生成物 1

HCID 101083533-Hexanoyl-4-chloro-8-methoxyquinoline

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

3-hexanoyl-8-methoxy-4(1H)-quinolone (4.6 g, 0.017 mol) was heated under reflux in a mixture of phosphorus oxychloride (8 ml) and chloroform (50 ml) for 1.5 hours. When cool, the mixture was poured into a vigorously stirred mixture of sodium hydrogen carbonate solution, ice and chloroform. The layers were separated and the organic solution was washed with sodium hydrogen carbonate solution and brine. Evaporation of the chloroform solution afforded 4-chloro-3-hexanoyl-8-methoxyquinoline as a yellow-brown oil (5 g).

後処理

  1. temperatureWhen cool
  2. customThe layers were separated
  3. washthe organic solution was washed with sodium hydrogen carbonate solution and brine
  4. customEvaporation of the chloroform solution

出典と根拠

ORDレコード
ord-8da8a9aae1a5466f9ef0b21dc5e3a0d4
出典データセット
uspto-grants-1989_02
特許番号
US04806550

反応ノート

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