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

HRID 2083670

反応式

HRID 2083670 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[I-].[K+].[OH-].[K+].[C:11]1([C:17]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([CH2:20][CH2:21]Br)[C:18]#[N:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O>[C:23]1([C:17]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)([CH2:20][CH2:21][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:18]#[N:19])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 8082PiperidineHCID 14797Potassium HydroxideHCID 965754-Bromo-2,2-diphenylbutyronitrile

生成物 1

HCID 2245772,2-Diphenyl-4-piperidin-1-ylbutanenitrile収率 86.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 1.96 parts of piperidine is added 1.91 parts of potassium iodide and 25 parts deionized water under a nitrogen atmosphere. The mixture is gently warmed and 1.65 parts of potassium hydroxide and 7.51 parts of 2,2-diphenyl-4-bromobutyronitrile are added. The temperature is raised 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 four times with 25 parts by volume portions of a dilute acetic acid solution. The acid extracts are combined, neutralized to about pH 10 with 50% sodium hydroxide solution, and extracted again with ethyl ether. The ether extracts are combined, washed twice with 50 parts by volume portions of a saturated sodium chloride solution, and dried over anhydrous potassium carbonate. The solvent is removed under reduced pressure to afford, as an off-white solid, in 86.1% yield, 2,2-diphenyl-4-piperidinobutyronitrile. This compound melts at 74° - 77° C., and is represented by the following structural formula. ##STR16##

後処理

  1. temperatureThe mixture is gently warmed
  2. temperatureThe temperature is raised
  3. temperatureto reflux
  4. temperaturemaintained
  5. extractionthe reaction mixture is extracted three times with 14 part portions of ethyl ether
  6. extractionextracted four times with 25 parts by volume portions of a dilute acetic acid solution
  7. extractionextracted again with ethyl ether
  8. washwashed twice with 50 parts by volume portions of a saturated sodium chloride solution
  9. dry with materialdried over anhydrous potassium carbonate
  10. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-d64643250fdf4ac4984ab2f06ad440e5
出典データセット
uspto-grants-1978_04
特許番号
US04086234

関連ノート

読み込み中…