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Trifluoroacetic acid → 3-(5-Bromo-2-fluorobenzyloxy)-1-(piperidin-2-yl)propane

HRID 1066814
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HRID 1066814 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:26])=[C:6]([CH:25]=1)[CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][N:13]1C(OC(C)(C)C)=O.FC(F)(F)C(O)=O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:26])=[C:6]([CH:25]=1)[CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][NH:13]1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 211960863-(5-Bromo-2-fluorobenzyloxy)-1-[1-(t-butoxycarbonyl)piperidin-2-yl]propane

생성물 1

HCID 211959453-(5-Bromo-2-fluorobenzyloxy)-1-(piperidin-2-yl)propane

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

3-(5-Bromo-2-fluorobenzyloxy)-1-[1-(t-butoxycarbonyl)piperidin-2-yl]propane (590 mg, 1.37 mmol) was dissolved in methylene chloride (11 ml), cooled to 0° C., and treated with 3 ml of trifluoroacetic acid. The reaction mixture was stirred at 0° C. for 20 minutes, then warmed to ambient temperature, and stirred an additional ten minutes. The reaction mixture was diluted with methylene chloride and quenched with saturated sodium bicarbonate. The pH was adjusted to about 10 with 1 N sodium hydroxide. The aqueous fraction was back-extracted with methylene chloride. The organic fractions were combined, dried over sodium sulfate, filtered, and concentrated.

후처리

  1. temperaturewarmed to ambient temperature
  2. stirringstirred an additional ten minutes
  3. customquenched with saturated sodium bicarbonate
  4. extractionThe aqueous fraction was back-extracted with methylene chloride
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3d7e761862f14dc19923d0f45e915d76
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06245761B1

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