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Trifluoroacetic acid → (R)-3-(2-ethoxyphenoxy)piperidine

HRID 59885
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인쇄 미리보기

반응식

HRID 59885 반응식
[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[O:6][C@@H:7]1[CH2:12][CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]1)[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[O:6][C@@H:7]1[CH2:12][CH2:11][CH2:10][NH:9][CH2:8]1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 131737068tert-butyl (R)-3-(2-ethoxyphenoxy)piperidine-1-carboxylate

생성물 1

HCID 42553478(R)-3-(2-ethoxyphenoxy)piperidine수율 89.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
22.5 °C

실험 절차

To a solution of tert-butyl (R)-3-(2-ethoxyphenoxy)piperidine-1-carboxylate (73 g, 227 mmol) in CH2Cl2 (300 mL) at 20-25° C. was added trifluoroacetic acid (150 mL). The reaction mixture was allowed to stir at 20-25° C. for 4 hours. The mixture was concentrated under reduced pressure, and the residue was dissolved in H2O (200 mL) and basified with saturated NaHCO3 solution (200 mL). The mixture was extracted with EtOAc (3 times with 200 mL). The organic extracts were dried over Na2SO4 and concentrated to afford (R)-3-(2-ethoxyphenoxy)piperidine (45 g, 89%). MS (ES+) 222.2 (M+H).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in H2O (200 mL)
  3. extractionThe mixture was extracted with EtOAc (3 times with 200 mL)
  4. dry with materialThe organic extracts were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1725428ea045439f82dc57456ad64915
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09440949B2

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