Ethanol → 2-Benzyl-7-bromo-3-methoxyquinoline

HRID 1359418ノート

反応式

HRID 1359418 の反応式
[NH2:1][C:2]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][O:12][CH2:13][C:14]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O.[OH-].[K+].C(O)C>O>[CH2:16]([C:14]1[C:13]([O:12][CH3:11])=[CH:4][C:3]2[C:2](=[CH:9][C:8]([Br:10])=[CH:7][CH:6]=2)[N:1]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 117449711-Methoxy-3-phenylpropan-2-oneHCID 179145982-Amino-4-bromobenzaldehyde

生成物 1

HCID 181823072-Benzyl-7-bromo-3-methoxyquinoline収率 68.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

A mixture of 3.3 g of 2-amino−4-bromobenzaldehyde, 3.3 g of 1-methoxy-3-phenylacetone, an aqueous potassium hydroxide solution (10 g of potassium hydroxide was dissolved in 10 ml of water) and 20 ml of ethanol was heated under stirring at 100° C. for 4 hours in a sealed tube. After cooling as it was, the reaction solution was poured into water and the mixture was extracted with diethyl ether. The organic phase was washed with brine and the solvent was removed. The residue was crystallized from hexane/ethyl acetate, to give 3.7 g of the target compound.

後処理

  1. temperatureAfter cooling as it
  2. extractionthe mixture was extracted with diethyl ether
  3. washThe organic phase was washed with brine
  4. customthe solvent was removed
  5. customThe residue was crystallized from hexane/ethyl acetate

出典と根拠

ORDレコード
ord-389764ae11ae42609d162513a4b53a03
出典データセット
uspto-grants-2003_07
特許番号
US06599917B1

反応ノート

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