Ammonia → 1-Phenylisoquinoline-5-acetonitrile

HRID 1156906노트

반응식

HRID 1156906 반응식
[Na].N.[C:3]1([C:9]2[C:18]3[C:13](=[C:14](Cl)[CH:15]=[CH:16][CH:17]=3)[CH:12]=[CH:11][N:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:20](#[N:22])[CH3:21]>[Fe](Cl)(Cl)Cl>[C:3]1([C:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[C:14]([CH2:21][C:20]#[N:22])[C:13]=3[CH:12]=[CH:11][N:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 222Ammonia2회HCID 6342AcetonitrileHCID 5360545SodiumHCID 128518471-Phenyl-5-chloroisoquinoline

생성물 1

HCID 205339011-Phenylisoquinoline-5-acetonitrile

시약·촉매·용매 1

HCID 24380Iron chloride (FeCl3)촉매

실험 절차

Metallic sodium (1.15 g) was added to 100 ml of liquid ammonia, and 1.3 g of acetonitrile and 2.39 g of 1-phenyl-5-chloroisoquinoline were added to the solution. A small amount of iron trichloride was added, and the reaction was performed for 5 hours. After the reaction, ammonia was distilled off, and ice water was carefully added to the residue. The resulting oily product was extracted with ether, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was chromatographed to afford 1-phenylisoquinoline-5-acetonitrile as an oil.

후처리

  1. additionwere added to the solution
  2. distillationwas distilled off
  3. additionice water was carefully added to the residue
  4. extractionThe resulting oily product was extracted with ether
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was chromatographed

출처 및 근거

ORD 기록
ord-b1ecab48abdb44b48aa9f4814e16224f
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04337256

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