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Trifluoroacetic acid → 1-[2-Methoxy-4-(trifluoromethoxy)phenyl]piperazine

HRID 1058953
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HRID 1058953 반응식
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[CH:15]=[C:14]([O:16][C:17]([F:20])([F:19])[F:18])[CH:13]=[CH:12][C:11]=1[N:21]1[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]1.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:8][O:9][C:10]1[CH:15]=[C:14]([O:16][C:17]([F:18])([F:19])[F:20])[CH:13]=[CH:12][C:11]=1[N:21]1[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 186690671,1-Dimethylethyl 4-[2-Methoxy-4-(trifluoromethoxy)phenyl]-1-piperazinecarboxylate

생성물 1

HCID 186690731-[2-Methoxy-4-(trifluoromethoxy)phenyl]piperazine수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (90 mL) was added to a stirred, cooled (0° C.) solution of 1,1-dimethylethyl 4-[2-methoxy-4-(trifluoromethoxy)phenyl]-1-piperazinecarboxylate (Description 17, 3.4 g) in dichloromethane (135 mL) and the mixture was stirred at room temperature for 1 h. The mixture was allowed to warm to room temperature, saturated aqueous sodium bicarbonate solution (380 mL) was added and the mixture was extracted with dichloromethane. The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a pale brown solid (1.84 g, 74%). 1H NMR (250 MHz, CDCl3) δ3.28-3.58 (8H, m), 3.87 (3H, s), 6.77 (1H, d, J 1.9 Hz), 6.84 (1H, d, J 8.9 Hz), and 6.91-6.95 (1H, m).

후처리

  1. temperatureto warm to room temperature
  2. extractionthe mixture was extracted with dichloromethane
  3. dry with materialThe combined organic fractions were dried (MgSO4)
  4. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-37ebc774541e4be298ef039a463c1e6c
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06518273B1

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