Benzoyl chloride → HCID 12851876, 화합물

HRID 1156913노트

반응식

HRID 1156913 반응식
[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]

참가 물질

7

반응물 3

HCID 7412Benzoyl chlorideHCID 9032Potassium CyanideHCID 128327715-Isoquinolineacetonitrile

생성물 1

HCID 12851876HCID 12851876, 화합물수율 51.6%

시약·촉매·용매 3

HCID 66133Benzyl triethylammonium chloride촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4532c65c2e22444e9a7376f8f8cfa469
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337256

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