Acrylonitrile → 3-(4,4-Diphenylpiperidin-1-yl)propionitrile

HRID 396604ノート

反応式

HRID 396604 の反応式
Cl.[C:2]1([C:8]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(CC)CC.[C:27](#[N:30])[CH:28]=[CH2:29]>CCO>[C:2]1([C:8]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:9][CH2:10][N:11]([CH2:29][CH2:28][C:27]#[N:30])[CH2:12][CH2:13]2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 7855AcrylonitrileHCID 8471TriethylamineHCID 30475044,4-Diphenylpiperidine hydrochloride

生成物 1

HCID 155128643-(4,4-Diphenylpiperidin-1-yl)propionitrile収率 87%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 4,4-diphenylpiperidine hydrochloride (195 mg, 0.712 mmol, 1.0 equiv) in EtOH (1.5 mL) was added Et3N (0.25 mL, 1.8 mmol, 2.6 equiv) followed by acrylonitrile (0.13 mL, 2.01 mmol, 2.8 equiv). The resulting solution was stirred at room temperature under argon for 15 minutes and then concentrated. Water was added, and the mixture was extracted three times with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated to give 170 mg (87%) of tan solid, which was characterized spectroscopically and used for the next reaction without purification.

後処理

  1. concentrationconcentrated
  2. additionWater was added
  3. extractionthe mixture was extracted three times with EtOAc
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-4f4dbe5cf560473baab6c6b701c8d57b
出典データセット
uspto-grants-2003_08
特許番号
US06608086B2

反応ノート

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