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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Trifluoroacetic acid → Trifluoroacetic acid

HRID 41639
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인쇄 미리보기

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HRID 41639 반응식
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:18]=[CH:17][O:16][C:15]=2[CH2:19]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:10][CH2:9]1)=O)(C)(C)C.C(=O)([O-])[O-].[K+].[K+].[Cl:37][C:38]1[CH:39]=C(O)C=[CH:42][CH:43]=1.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]>CC#N>[Cl:37][C:38]1[CH:39]=[C:15]([CH:19]=[CH:42][CH:43]=1)[O:16][CH2:17][C:18]1[CH:47]=[CH:45][O:46][C:14]=1[CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1.[C:45]([OH:51])([C:47]([F:50])([F:49])[F:48])=[O:46]
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참가 물질

7

반응물 4

HCID 6422Trifluoroacetic acidHCID 79333-ChlorophenolHCID 11430Potassium CarbonateHCID 584428324-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester

생성물 2

HCID 6422Trifluoroacetic acid수율 98%HCID 53390870
4-[3-(3-Chlorophenoxymethyl)furan-2-yl]piperidine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

4-[2-(Toluene-4-sulfonyloxymethyl)furan-3-yl]piperidine-1-carboxylic acid t-butyl ester (65 mg, 0.15 mmol was dissolved in MeCN (770 μL) and added to a mixture of potassium carbonate (32 mg, 230 mmol, 1.6 eq.) and 3-chlorophenol (28.8 mg, 224 μmol, 1.5 eq.). The resulting mixture was shaken at 50° C. overnight. The mixture was then cooled and the solids removed. The supernatant was combined with TFA (12 μL, 160 mmol, 1.0 eq.) and the resulting mixture was shaken overnight at room temperature. The solution was concentrated using an evaporator, then dissolved in 1:1 AcOH:H2O (5.0 mL) then an additional 2.0 ml AcOH, filtered, and purified by preparative HPLC to yield the title compound as a TFA salt (4.3 mg, 98% purity). MS m/z: [M+H]+ calcd for C16H18ClNO2, 292.10. found 292.0.

후처리

  1. temperatureThe mixture was then cooled
  2. customthe solids removed
  3. stirringthe resulting mixture was shaken overnight at room temperature
  4. concentrationThe solution was concentrated
  5. customan evaporator
  6. dissolutiondissolved in 1:1 AcOH
  7. filtrationH2O (5.0 mL) then an additional 2.0 ml AcOH, filtered
  8. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-7c7eb893515043ada633d52917cc2209
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530663B2

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