4-Benzylidene-2-(2-chloro-phenyl)-4H-oxazol-5-one → 3-Isoquinolinecarboxylicacid, 1-(2-chlorophenyl)-

HRID 44440

反応式

HRID 44440 の反応式
[CH:1](=[C:8]1[C:12](=[O:13])[O:11][C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Al+3].[Cl-].[Cl-].[Cl-]>ClCC(Cl)(Cl)Cl>[Cl:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:10]1[C:7]2[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:1]=[C:8]([C:12]([OH:11])=[O:13])[N:9]=1

参加物

4

反応物 2

HCID 31092794-Benzylidene-2-(2-chloro-phenyl)-4H-oxazol-5-oneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 110005543-Isoquinolinecarboxylicacid, 1-(2-chlorophenyl)-収率 35%

試薬・触媒・溶媒 1

HCID 124181,1,1,2-Tetrachloroethane溶媒2 回

反応条件

温度
60 °C

実験手順

A solution of 22 (12 mmol) in tetrachloroethane was added to the suspension of AlCl3 (36 mmol) in tetrachloroethane (50 ml). The resulting mixture was heated to 60° C. for 1.5 hrs. The reaction mixture was quenched by addition of 1 M HCl (50 ml). Then, the mixture was basified by addition of NaOH (1M aqueous solution), the resulted layers were separated, and the aqueous layer was acidified by HCl (aqueous solution). This aqueous phase was extracted with CH2Cl2, dried over MgSO4 and finally the solvents were removed under reduced pressure, to give 35% yield of the desired product.

後処理

  1. customThe reaction mixture was quenched by addition of 1 M HCl (50 ml)
  2. additionThen, the mixture was basified by addition of NaOH (1M aqueous solution)
  3. customthe resulted layers were separated
  4. extractionThis aqueous phase was extracted with CH2Cl2
  5. dry with materialdried over MgSO4
  6. customfinally the solvents were removed under reduced pressure

出典と根拠

ORDレコード
ord-35b8cd1e5e834e47815816d05cce98c3
出典データセット
uspto-grants-2013_09
特許番号
US08541428B2

関連ノート

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