Dimethylformamide → 1-Phenylmethyl-4-(2-pyridinyloxy)piperidine

HRID 1087045노트

반응식

HRID 1087045 반응식
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.F[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.[H-].[Na+]>O>[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([O:14][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:10][CH2:9]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 97462-FluoropyridineHCID 24758Sodium hydrideHCID 784611-Benzylpiperidin-4-ol

생성물 1

HCID 146789581-Phenylmethyl-4-(2-pyridinyloxy)piperidine수율 106.3%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 60.65 H (318 mmoles) 1-phenylmethyl-4-piperidinol, 500 ml dimethylformamide, 46.25 g, that is 41 ml (475 mmoles) 2-fluoropyridine and 17 g 50% sodium hydride in mineral oil is heated at 100° C. for 1 h. The mixture is cooled in an ice bath, 20 ml water are added, the mixture is stirred for 30 min and concentrated to a residual volume of about 200 ml. 1 1 iced water is added, the mixture is stirred at 0° C. for 30 min, and the precipitate is filtered off, washed and dried. 90.71 g 1-phenylmethyl-4-(2-pyridinyloxy)piperidine are thus isolated. Melting point: 75° C.

후처리

  1. temperatureThe mixture is cooled in an ice bath
  2. concentrationconcentrated to a residual volume of about 200 ml
  3. addition1 1 iced water is added
  4. stirringthe mixture is stirred at 0° C. for 30 min
  5. filtrationthe precipitate is filtered off
  6. washwashed
  7. customdried

출처 및 근거

ORD 기록
ord-57e1146c77d344e5a8aa38b712de011a
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034401

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