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Acetic Acid → methyl 4-[(E)-3-(imidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate

HRID 1019039
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HRID 1019039 반응식
C([N:20]1[CH:24]=[CH:23][N:22]=[C:21]1[CH2:25]/[CH:26]=[CH:27]/[C:28]1[CH:37]=[CH:36][C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:38]2[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=2)[CH:29]=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(O)(=O)C.Cl>CO>[NH:20]1[CH:24]=[CH:23][N:22]=[C:21]1[CH2:25]/[CH:26]=[CH:27]/[C:28]1[CH:37]=[CH:36][C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([C:38]2[CH:39]=[CH:40][C:41]([F:44])=[CH:42][CH:43]=2)[CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 18399515Methyl 4-[(E)-3-(1-tritylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate

생성물 1

HCID 18399528methyl 4-[(E)-3-(imidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate수율 63%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of methyl 4-[(E)-3-(1-tritylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate (5.78 g; 6.5 mmol), acetic acid (5 ml) and 12N HCl (5 ml) in methanol (100 ml) was refluxed for 1 hour 30 minutes. After evaporation to dryness, the residue was neutralised with aqueous NH4 OH, extracted with dichloromethane, evaporated and purified by flash chromatography, eluting with dichloromethane/ethanol (98/2) to give methyl 4-[(E)-3-(imidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate. Yield: 63%

후처리

  1. customAfter evaporation to dryness
  2. extractionextracted with dichloromethane
  3. customevaporated
  4. custompurified by flash chromatography
  5. washeluting with dichloromethane/ethanol (98/2)

출처 및 근거

ORD 기록
ord-21d71dd20e8e4cfcad6e049a4c0d3da4
출처 데이터셋
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06486156B1

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