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Trifluoroacetic acid → (2-Phenyl-piperidin-1-yl)-piperidin-3-yl-methanone

HRID 2362774
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HRID 2362774 반응식
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:15])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:22]1([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][N:16]2[C:14]([CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)=[O:15])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 578223103-(2-Phenyl-piperidine-1-carbonyl)-piperidine-1-carboxlic acid tert.-butyl ester

생성물 1

HCID 57429185(2-Phenyl-piperidin-1-yl)-piperidin-3-yl-methanone수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 1 g 3-(2-phenyl-piperidine-1-carbonyl)-piperidine-1-carboxlic acid tert.-butyl ester in DCM (15 mL) was added 40% trifluoroacetic acid in DCM (6 mL). The mixture was stirred at room temperature for 4-5 h. After completion of the reaction all volatiles were evaporated, water (20 mL) was added and the mixture extracted with (2×25 mL) diethyl ether. The aqueous layer was adjusted with 10% aq. NaOH to pH=12, and extracted with ethyl acetate (2×25 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated under reduced pressure to yield 0.731 g (95%) of the title compound. (MH+) 273.36.

후처리

  1. customAfter completion of the reaction all volatiles
  2. customwere evaporated
  3. additionwater (20 mL) was added
  4. extractionthe mixture extracted with (2×25 mL) diethyl ether
  5. extractionextracted with ethyl acetate (2×25 mL)
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-1e137261b67047bb9df1ff80329f5d22
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691846B2

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