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

HRID 1963243ノート

反応式

HRID 1963243 の反応式
[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

参加物

4

反応物 1

HCID 59536560Methyl 2-(phenoxymethyl)isonicotinate

生成物 1

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

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cf814eaacbf444218c2a998d618227e1
出典データセット
uspto-grants-2013_04
特許番号
US08415378B2

反応ノート

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