Trifluoroacetic acid → Benzyl piperidine-3-carboxylate

HRID 602126노트

반응식

HRID 602126 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 13419237Benzyl piperidine-3-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-139d2dd9afb445229f6e8c7ed36bbaa0
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902367B2

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