Pyridine, 4-[(3-methoxyphenyl)methyl]- → 4-[(3-Methoxyphenyl)methyl]piperidine

HRID 273732노트

반응식

HRID 273732 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1>C(O)(=O)C.[Pt]=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1

참가 물질

4

반응물 1

HCID 607965Pyridine, 4-[(3-methoxyphenyl)methyl]-

생성물 1

HCID 170394894-[(3-Methoxyphenyl)methyl]piperidine수율 87.6%

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매

실험 절차

A mixture of 4-(3-methoxybenzyl)pyridine (25 g, 126 mmole) and platinum oxide (2.4 g) in acetic acid (250 ml) was hydrogenated for 2 hr. The catalyst was removed and the solution concentrated in vacuo. The residue was dissolved in water and the solution basified with sodium hydroxide. The basic mixture was extracted with ether. The extracts were dried and concentrated in vacuo. The residue was vacuum distilled to give 4-(3-methoxy-benzyl)piperidine as an oil (22.6 g, 87.6% ). A sample of the hydrochloride was prepared in ether (mp: 146°-147° C.). Calc'd. for C13H19NO.HCl: C, 64.59%; H, 8.34%; N, 5.80%. Found: C, 64.38%; H, 8.34%; N, 5.66%.

후처리

  1. customThe catalyst was removed
  2. concentrationthe solution concentrated in vacuo
  3. dissolutionThe residue was dissolved in water
  4. extractionThe basic mixture was extracted with ether
  5. customThe extracts were dried
  6. concentrationconcentrated in vacuo
  7. distillationdistilled

출처 및 근거

ORD 기록
ord-8331d80fce9f4988ae988e673181647f
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387593

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