1,2-Dimethoxyethane → 4-(2-Cyanoethyl)benzonitrile

HRID 5941

반응식

HRID 5941 반응식
CC(C)([O-])C.[K+].COCCOC.[C:13]([C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1)(=O)[CH3:14].C1(C)C=CC(S([CH2:33][N+:34]#[C-])(=O)=O)=CC=1>C(O)C>[C:20]([C:19]1[CH:22]=[CH:23][C:16]([CH2:13][CH2:14][C:33]#[N:34])=[CH:17][CH:18]=1)#[N:21]

참가 물질

6

반응물 4

HCID 80711,2-DimethoxyethaneHCID 740444'-CyanoacetophenoneHCID 161915Tosylmethyl isocyanideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 2730084-(2-Cyanoethyl)benzonitrile수율 70.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.40 g (1.25 mmole) of potassium tert-butoxide was added to a 17 ml ethylene glycol dimethyl ether solution containing 0.73 g (5 mmole) of 4-acetylbenzonitrile, 0.5 ml of ethanol and 1.27 g (6.5 mmole) of p-toluenesulfonylmethylisocyanide under ice-cooling; then the mixture was stirred at room temperature for 0.5 hour and then at 40° C. for an additional hour. After the reaction mixture was cooled by allowing to stand at room temperature, it was filtered under reduced pressure and the filtrate was purified by silica gel chromatography to obtain 0.55 g (yield: 70.4 %) of 2-(4-cyanophenyl)ethylcyanide.

후처리

  1. temperaturecooling
  2. waitat 40° C. for an additional hour
  3. temperatureAfter the reaction mixture was cooled
  4. customto stand at room temperature
  5. filtrationit was filtered under reduced pressure
  6. customthe filtrate was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-5feff57a661c408cb8eed94f0365db77
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246958

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