Phenol → 2-Methyl-4-phenoxy-8-bromo-quinoline

HRID 1700114ノート

反応式

HRID 1700114 の反応式
[CH3:1][C:2]1[CH:11]=[C:10](Cl)[C:9]2[C:4](=[C:5]([Br:13])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:14]1([OH:20])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[OH-].[K+]>C(Cl)Cl>[CH3:1][C:2]1[CH:11]=[C:10]([O:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]2[C:4](=[C:5]([Br:13])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

参加物

5

反応物 3

HCID 996PhenolHCID 14797Potassium HydroxideHCID 7684838-Bromo-4-chloro-2-methylquinoline

生成物 1

HCID 183178152-Methyl-4-phenoxy-8-bromo-quinoline収率 84.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
120 °C

実験手順

Part B: A mixture of 5.0 g (19.5 mmol) of 2-methyl-4-chloro-8-bromo-quinoline, 18.3 g (195 mmol) of phenol and 2.5 g (87%, 39 mmol) of KOH was heated at 120° C. under nitrogen for 30 min. After cooling 500 ml of CH2Cl2 was added and the mixture was extracted with 250 ml of 1N NaOH. After concentration of the organic layer in vacuo the residue was dissolved in ether and again extracted with 50 ml of 1N NaOH and 50 ml of brine. The organic layer was dried over magnesium sulphate and concentrated in vacuo. A total of 5.2 g of 2-methyl-4-phenoxy-8-bromo-quinoline was obtained as a white solid (85% yield).

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with 250 ml of 1N NaOH
  3. dissolutionAfter concentration of the organic layer in vacuo the residue was dissolved in ether
  4. extractionagain extracted with 50 ml of 1N NaOH and 50 ml of brine
  5. dry with materialThe organic layer was dried over magnesium sulphate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-42e6c802722443f5884c5a1eaf0fd463
出典データセット
uspto-grants-2002_02
特許番号
US06350750B1

反応ノート

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