Trifluoroacetic acid → 4-[(Cyclopropyloxy)methyl]piperidine

HRID 69119노트

반응식

HRID 69119 반응식
[CH:1]1([O:4][CH2:5][CH:6]2[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[CH:1]1([O:4][CH2:5][CH:6]2[CH2:7][CH2:8][NH:9][CH2:10][CH2:11]2)[CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66696110Tert-butyl 4-[(cyclopropyloxy)methyl]piperidine-1-carboxylate

생성물 1

HCID 666960894-[(Cyclopropyloxy)methyl]piperidine수율 62.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2.0 g of tert-butyl 4-[(cyclopropyloxy)methyl]piperidine-1-carboxylate in 20 mL of dichloromethane was added 3.0 mL of trifluoroacetic acid, followed by stirring at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and to the residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, and then the aqueous layer was separated. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (chloroform/methanol) to obtain 756 mg of 4-[(cyclopropyloxy)methyl]piperidine.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionto the residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
  3. customthe aqueous layer was separated
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by basic silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-72974516ebbc4ed798d741834e8fb5e2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822448B2

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