Water → 4-{3-[(Piperidin-1-yl)methyl]phenoxy}butanenitrile

HRID 35592

反応式

HRID 35592 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH2:23][CH2:24][C:25]#[N:26].O>CN(C)C=O>[N:6]1([CH2:5][C:4]2[CH:3]=[C:2]([CH:14]=[CH:13][CH:12]=2)[O:1][CH2:22][CH2:23][CH2:24][C:25]#[N:26])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 214124-BromobutyronitrileHCID 8269741-(3-Hydroxybenzyl)piperidine

生成物 1

HCID 197625514-{3-[(Piperidin-1-yl)methyl]phenoxy}butanenitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of N-3-hydroxybenzylpiperidine (9.55 g) and anhydrous potassium carbonate (13.8 g) in dimethylformamide (100 ml) was stirred at ambient temperature for 17 hours. 4-Bromobutyronitrile (5 ml) was added and the mixture stirred at ambient temperature for 24 hours. Water (10 volumes) was added and the resulting mixture extracted with ethyl acetate. The extracts were washed with water, dried and the solvent removed to leave an oil which was purified by distillation (190°-200° C./0.1 mm) or by chromatography on a column packed with an activated magnesium silicate (sold under the trade name FLORISIL) to give 4-(3-piperidinomethylphenoxy)butyronitrile as an oil.

後処理

  1. stirringthe mixture stirred at ambient temperature for 24 hours
  2. extractionthe resulting mixture extracted with ethyl acetate
  3. washThe extracts were washed with water
  4. customdried
  5. customthe solvent removed
  6. customto leave an oil which
  7. distillationwas purified by distillation (190°-200° C./0.1 mm) or by chromatography on a column

出典と根拠

ORDレコード
ord-4e8a3a8186494e65931da6de9f8348c2
出典データセット
uspto-grants-1988_08
特許番号
US04767769

関連ノート

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