4-(4-Ethoxyphenyl)pyridine → 4-(4-Ethoxyphenyl)piperidine

HRID 409734

반응식

HRID 409734 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)[CH3:2]>C(O)(=O)C.[Pt](=O)=O>[CH2:9]1[CH2:4][O:3][CH2:7][CH2:8]1.[CH3:1][OH:3].[NH4+:13].[OH-:3].[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)=[CH:6][CH:5]=1)[CH3:2]

참가 물질

5

반응물 1

HCID 707009334-(4-Ethoxyphenyl)pyridine

생성물 2

HCID 214951914-(4-Ethoxyphenyl)piperidineHCID 86686122THF MeOH NH4OH

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 176Acetic Acid용매

실험 절차

410 mg (2.06 mmol) 4-(4-Ethoxy-phenyl)-pyridine in 10 mL acetic acid are hydrogenated (3 bar) for 9 h at rt using 50 mg platinum(IV) oxide. After that time, the catalyst is filtered off and the solvent is evaporated. The residue is taken up in 1N NaOH and extracted with EtOAc. The organic layer is dried over sodium sulphate and the solvent is evaporated. The residue is purified by column chromatography (silica gel; DCM:MeOH 9:1, then THF:MeOH:NH4OH 1:1:0.1) to yield the desired product.

후처리

  1. customfor 9 h
  2. customat rt
  3. filtrationAfter that time, the catalyst is filtered off
  4. customthe solvent is evaporated
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer is dried over sodium sulphate
  7. customthe solvent is evaporated
  8. customThe residue is purified by column chromatography (silica gel

출처 및 근거

ORD 기록
ord-db7752a720184053b3748059490b60bf
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759528B2

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