Methyl 2-(phenoxymethyl)isonicotinate → Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate

HRID 1963243노트

반응식

HRID 1963243 반응식
[O:1]([CH2:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][N:18]=1)[C:12]([O:14][CH3:15])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.[Pt](=O)=O>[CH:2]1([O:1][CH2:8][CH:9]2[CH2:10][CH:11]([C:12]([O:14][CH3:15])=[O:13])[CH2:16][CH2:17][NH:18]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

참가 물질

4

반응물 1

HCID 59536560Methyl 2-(phenoxymethyl)isonicotinate

생성물 1

HCID 59536562Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate수율 73.3%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 176Acetic Acid용매

실험 절차

Methyl 2-(phenoxymethyl)isonicotinate (2.6 g, 10.69 mmol) was dissolved in acetic acid (50 mL), then platinum(IV) oxide (0.243 g, 1.07 mmol) was added and the mixture hydrogenated in a Büchi hydrogenator at 5 bar and room temperature for 6 h. The catalyst was removed by filtration and the solvent evaporated. The residue was taken up in DCM and the organic phase was washed with satd NaHCO3. The aqueous phase was extracted with DCM and the combined organic phases were filtered through a phase separator and evaporated. Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate (2 g, 73%) was isolated.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. washthe organic phase was washed with satd NaHCO3
  4. extractionThe aqueous phase was extracted with DCM
  5. filtrationthe combined organic phases were filtered through a phase separator
  6. customevaporated

출처 및 근거

ORD 기록
ord-cf814eaacbf444218c2a998d618227e1
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415378B2

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