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

HRID 434614

反応式

HRID 434614 の反応式
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]

参加物

5

反応物 3

HCID 15303P-Toluenesulfonylhydrazide2 回HCID 136498EthenylcyclopropaneHCID 150627211-Cyano-1-phenyl-2-vinylcyclopropane

生成物 1

HCID 204915811-Cyano-1-phenyl-2-ethylcyclopropane収率 51%

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eb81ec22926446758f9aaa6be41039eb
出典データセット
uspto-grants-1983_08
特許番号
US04399076

関連ノート

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