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Trifluoroacetic acid → HCID 59263044, 화합물

HRID 881029
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반응식

HRID 881029 반응식
[C:1]([C:3]1[CH:25]=[CH:24][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)=[CH:5][C:4]=1[F:26])#[N:2].FC(F)(F)C(O)=O>C(Cl)Cl>[F:26][C:4]1[CH:5]=[C:6]([O:7][CH2:8][CH2:9][CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:24]=[CH:25][C:3]=1[C:1]#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59263029Tert-butyl 4-[3-(4-cyano-3-fluorophenoxy)propyl]-1-piperidinecarboxylate

생성물 1

HCID 59263044HCID 59263044, 화합물수율 58.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a methylene chloride (5.5 mL) solution of 0.66 g of tert-butyl 4-[3-(4-cyano-3-fluorophenoxy) propyl]-1-piperidinecarboxylate was dropwise added 1.8 mL of trifluoroacetic acid under cooling with ice over a period of 2 minutes, which was then stirred at room temperature for 6 hours. The solvent was distilled off under reduced pressure, and chloroform and a 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue. The organic layer was separated and dried with anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=4:1) to provide 0.28 g of 2-fluoro-4-[3-(4-piperidinyl)propoxy] benzonitrile as pale yellow oily form.

후처리

  1. temperatureunder cooling with ice over a period of 2 minutes
  2. distillationThe solvent was distilled off under reduced pressure, and chloroform
  3. additiona 1.0 mol/L sodium hydroxide aqueous solution were added to the resultant residue
  4. customThe organic layer was separated
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationby distilling off the solvent under reduced pressure
  7. customThe resultant residue was purified

출처 및 근거

ORD 기록
ord-248f59dd06f84fbdbe953ce6991efe3a
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993603B2

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