Potassium Iodide → 2,2-Diphenyl-4-piperidin-1-ylbutanenitrile

HRID 2083672

反応式

HRID 2083672 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[I-].[K+].C(=O)(O)[O-].[K+].[C:14]1([C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH2:23][CH2:24]Br)[C:21]#[N:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[C:26]1([C:20]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)([CH2:23][CH2:24][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:21]#[N:22])[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 8082PiperidineHCID 965754-Bromo-2,2-diphenylbutyronitrileHCID 516893Potassium Bicarbonate

生成物 1

HCID 2245772,2-Diphenyl-4-piperidin-1-ylbutanenitrile収率 75.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a warmed mixture of 1.96 parts piperidine, 1.91 parts potassium iodide and 25 parts deionized water under a nitrogen atmosphere is added 3.46 parts potassium bicarbonate and 7.51 parts of 2,2-diphenyl-4-bromobutyronitrile. The mixture is heated to reflux and maintained thereat for 4.5 hours. After cooling to room temperature, the reaction mixture is extracted three times with 14 part portions of ethyl ether. The ether extracts are combined, and extracted six times with 25 parts by volume portions of dilute acetic acid solution. The acid extracts are combined, basified to about pH 10 - 12 with 50% sodium hydroxide solution, and again extracted with ethyl ether. The ether extracts are combined and dried over anhydrous potassium carbonate. Removal of the solvent affords 2,2-diphenyl-4-piperidinobutyronitrile, identical to the product of Example 22, in a 75.3% yield.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperaturemaintained
  4. extractionthe reaction mixture is extracted three times with 14 part portions of ethyl ether
  5. extractionextracted six times with 25 parts by volume portions of dilute acetic acid solution
  6. extractionagain extracted with ethyl ether
  7. dry with materialdried over anhydrous potassium carbonate
  8. customRemoval of the solvent

出典と根拠

ORDレコード
ord-f0824a4fd71640d1b36e68157487fe77
出典データセット
uspto-grants-1978_04
特許番号
US04086234

関連ノート

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