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HCID 66731569、化合物 → HCID 66731652、化合物

HRID 1963310
ノート
印刷プレビュー

反応式

HRID 1963310 の反応式
[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][N:14]=1)[C:8]([O:10][CH3:11])=[O:9]>C(O)(=O)C.[Pt](=O)=O>[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][CH:5]1[CH2:6][CH:7]([C:8]([O:10][CH3:11])=[O:9])[CH2:12][CH2:13][NH:14]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 66731569HCID 66731569、化合物

生成物 1

HCID 66731652HCID 66731652、化合物収率 96%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒2 回HCID 176Acetic Acid溶媒

実験手順

A mixture of methyl 2-(2,5-difluorobenzyl)isonicotinate (6.8 g, 25.83 mmol) and platinum(IV) oxide (0.293 g, 1.29 mmol) in acetic acid (68 mL) was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 5 h. More PtO2 (190 mg) was added and the hydrogenation continued at room temperature and 5 bar for additional 80 min. The reaction mixture was filtered through Celite and the catalyst was washed with methanol. The filtrate was concentrated, the residue was dissolved in DCM, washed with satd NaHCO3 and the organic layer was dried using a phase separator. The solvent was evaporated under reduced pressure. The residue was dissolved in iso-hexane/ether and filtered. The solvents were evaporated in vacuo to yield methyl 2-(2,5-difluorobenzyl)piperidine-4-carboxylate (6.65 g, 96%). MS m/z 270 (M+H)+

後処理

  1. customwas hydrogenated in a Büchi hydrogenator at room temperature
  2. customcontinued at room temperature
  3. wait5 bar for additional 80 min
  4. filtrationThe reaction mixture was filtered through Celite
  5. washthe catalyst was washed with methanol
  6. concentrationThe filtrate was concentrated
  7. dissolutionthe residue was dissolved in DCM
  8. washwashed with satd NaHCO3
  9. customthe organic layer was dried
  10. customThe solvent was evaporated under reduced pressure
  11. dissolutionThe residue was dissolved in iso-hexane/ether
  12. filtrationfiltered
  13. customThe solvents were evaporated in vacuo

出典と根拠

ORDレコード
ord-2ee9df8d87c3420292c356ecde3cd87e
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415378B2

反応ノート

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