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Ethanol → tert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamate

HRID 2368059
ノート
印刷プレビュー

反応式

HRID 2368059 の反応式
[CH3:1][C@H:2]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1.C(O)C>C(O)(=O)C.[Pt]=O>[CH3:1][C@H:2]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:3][O:4][CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 702EthanolHCID 57517478tert-Butyl [(1S)-1-methyl-2-(pyridin-4-yloxy)ethyl]carbamate

生成物 1

HCID 57517479tert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamate収率 76.3%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒

実験手順

To a solution of tert-butyl [(1S)-1-methyl-2-(pyridin-4-yloxy)ethyl]carbamate (1.03 g) in acetic acid (10 mL)/ethanol (10 mL) was added platinum oxide (500 mg), and the reaction mixture was stirred at room temperature for 5 hr under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated. The obtained residue was dissolved in 0.5 M hydrochloric acid, and the solution was washed with ethyl acetate, basified with potassium carbonate, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to give the title compound (805 mg).

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe obtained residue was dissolved in 0.5 M hydrochloric acid
  4. washthe solution was washed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-c348968e42ff4034a9b3259e6b2fa7c6
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703758B2

反応ノート

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