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

HRID 35592

반응식

HRID 35592 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4e8a3a8186494e65931da6de9f8348c2
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04767769

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