P-Toluenesulfonylhydrazide → 1-Cyano-1-phenyl-2-ethylcyclopropane

HRID 434614

반응식

HRID 434614 반응식
C(C1CC1)=C.S(NN)(C1C=CC(C)=CC=1)(=O)=O.[C:18]([C:20]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:22][CH:21]1[CH:23]=[CH2:24])#[N:19]>COCCOCCOC>[C:18]([C:20]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:22][CH:21]1[CH2:23][CH3:24])#[N:19]

참가 물질

5

반응물 3

HCID 15303P-Toluenesulfonylhydrazide2회HCID 136498EthenylcyclopropaneHCID 150627211-Cyano-1-phenyl-2-vinylcyclopropane

생성물 1

HCID 204915811-Cyano-1-phenyl-2-ethylcyclopropane수율 51%

시약·촉매·용매 1

HCID 8150Diglyme용매

실험 절차

1-Cyano-1-phenyl-2-ethylcyclopropane was prepared by carrying out a reduction on the corresponding 2-vinylcyclopropane derivative, prepared in accordance with the procedure of Example I, employing tosyl hydrazine. The 1-cyano-1-phenyl-2-vinylcyclopropane (10.14 g) was combined with 22.32 g tosyl hydrazine in 70 cc diglyme and the mixture refluxed with stirring for 1 hour. The reaction mixture was extracted with petroleum ether and, upon distillation, 5.23 g 1-cyano-1-phenyl-2-ethylcyclopropane was obtained. Reduction of the vinyl group was confirmed by the nuclear magnetic resonance spectrum in that there was no absorption at δ5.3. Absence of vinyl absorption was also confirmed by infrared analysis.

후처리

  1. custom1-Cyano-1-phenyl-2-ethylcyclopropane was prepared
  2. customprepared in accordance with the procedure of Example I
  3. temperaturethe mixture refluxed
  4. extractionThe reaction mixture was extracted with petroleum ether and, upon distillation

출처 및 근거

ORD 기록
ord-eb81ec22926446758f9aaa6be41039eb
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04399076

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