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

HRID 5941

反応式

HRID 5941 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 2730084-(2-Cyanoethyl)benzonitrile収率 70.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5feff57a661c408cb8eed94f0365db77
出典データセット
uspto-grants-1993_09
特許番号
US05246958

関連ノート

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