Benzoyl chloride → HCID 12851876、化合物

HRID 1156913ノート

反応式

HRID 1156913 の反応式
[C:1]([CH2:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2)#[N:2].[C-:14]#[N:15].[K+].[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.ClCCl.O>[C:14]([CH:9]1[C:10]2[C:5](=[C:4]([CH2:3][C:1]#[N:2])[CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:7][N:8]1[C:17](=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)#[N:15]

参加物

7

反応物 3

HCID 7412Benzoyl chlorideHCID 9032Potassium CyanideHCID 128327715-Isoquinolineacetonitrile

生成物 1

HCID 12851876HCID 12851876、化合物収率 51.6%

試薬・触媒・溶媒 3

HCID 66133Benzyl triethylammonium chloride触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

5-Cyanomethylisoquinoline (4.9 g), 5.7 g of potassium cyanide and 200 mg of benzyl triethyl ammonium chloride were dissolved in 60 ml of dichloromethane and 12 ml of water. The solution was stirred for 30 minutes, and 8.2 g of benzoyl chloride was added dropwise. The mixture was further stirred for 4 hours. After the reaction, the dichloromethane layer was washed in water, and dried, followed by distilling off the solvent. The residue was recrystallized from ether to afford 4.5 g of 1-cyano-2-benzoyl-5-cyanomethyl-1,2-dihydroisoquinoline as colorless prisms having a melting point of 66.4° to 69.7° C.

後処理

  1. stirringThe mixture was further stirred for 4 hours
  2. customAfter the reaction
  3. washthe dichloromethane layer was washed in water
  4. customdried
  5. distillationby distilling off the solvent
  6. customThe residue was recrystallized from ether

出典と根拠

ORDレコード
ord-4532c65c2e22444e9a7376f8f8cfa469
出典データセット
uspto-grants-1982_06
特許番号
US04337256

反応ノート

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