3-Piperidinone, 1-(phenylmethyl)- → 4-(1-Benzylpiperidin-3-yliden)-butyronitrile

HRID 1294467

反応式

HRID 1294467 の反応式
[Br-].[C:2]([CH2:4][CH2:5][CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:3].CC([O-])(C)C.[K+].[CH2:32]([N:39]1[CH2:44][CH2:43][CH2:42][C:41](=O)[CH2:40]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C1(C)C=CC=CC=1>[CH2:32]([N:39]1[CH2:44][CH2:43][CH2:42][C:41](=[CH:6][CH2:5][CH2:4][C:2]#[N:3])[CH2:40]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

参加物

5

反応物 3

HCID 966503-Piperidinone, 1-(phenylmethyl)-HCID 3036619(3-Cyanopropyl)triphenylphosphonium bromideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 539871944-(1-Benzylpiperidin-3-yliden)-butyronitrile

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

実験手順

77.3 g (188.3 mmol) 3-cyanopropyl-triphenylphosphonium bromide are suspended in 300 ml toluene and added to 22.0 g (191.9 mmol) potassium tert-butylate. The mixture is cooled to ca 0° C. under moisture exclusion and a solution of 34.6 g (182.8 mmol) 1-benzyl-3-piperidone in 50 ml toluene is added dropwise under cooling. The batch is left to stand overnight at ca. 0° C. and subsequently diluted with 200 ml toluene and washed twice, each with 100 ml water. The organic phase is extracted with 150 ml half concentrated hydrochloric acid. Subsequently, the aqueous phase is made basic with 200 ml 10% sodium hydroxide solution and extracted twice, each with 250 ml toluene.

後処理

  1. temperatureThe mixture is cooled to ca 0° C. under moisture exclusion
  2. temperatureunder cooling
  3. waitThe batch is left
  4. washwashed twice
  5. extractionThe organic phase is extracted with 150 ml half concentrated hydrochloric acid
  6. extractionextracted twice

出典と根拠

ORDレコード
ord-3f7745a5be8c402ab5eab096d3914222
出典データセット
uspto-grants-2007_07
特許番号
US07241745B2

関連ノート

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