Trifluoroacetic acid → Benzyl piperidine-3-carboxylate

HRID 602126ノート

反応式

HRID 602126 の反応式
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:30][CH2:29][CH2:28][CH:17]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[CH2:16]1)=O)(C)(C)C>ClCCl>[NH:15]1[CH2:30][CH2:29][CH2:28][CH:17]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[CH2:16]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 20723878Benzyl 1-Boc-piperidine-3-carboxylate

生成物 1

HCID 13419237Benzyl piperidine-3-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (43 mL, 558 mmol) was added to benzyl 1-(tert-butoxycarbonyl)nipecotate (7.11 g, 22.3 mmol) in dichloromethane (20 mL). The mixture was stirred for 3 hours. Subsequently, the reaction mixture was concentrated and water was added to the residue, followed by addition of 1 mol/L aqueous sodium hydroxide solution to make the mixture basic. The mixture was then extracted with ethyl acetate. The organic layer washed with brine and was dried over sodium sulfate. The solvent was evaporated to give 5.97 g (quant.) of the desired compound as a yellow oil.

後処理

  1. concentrationSubsequently, the reaction mixture was concentrated
  2. additionwater was added to the residue
  3. additionfollowed by addition of 1 mol/L aqueous sodium hydroxide solution
  4. extractionThe mixture was then extracted with ethyl acetate
  5. washThe organic layer washed with brine
  6. dry with materialwas dried over sodium sulfate
  7. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-139d2dd9afb445229f6e8c7ed36bbaa0
出典データセット
uspto-grants-2011_03
特許番号
US07902367B2

反応ノート

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