Hydrochloric Acid → 4-(1-Imidazolyl)benzoic Acid

HRID 247592

반응식

HRID 247592 반응식
F[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][CH:3]=1.[NH:12]1[CH:16]=[CH:15][N:14]=[CH:13]1.C(=O)([O-])[O-].[K+].[K+].Cl>CS(C)=O.[OH-].[Na+].O>[N:12]1([C:2]2[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)[CH:16]=[CH:15][N:14]=[CH:13]1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 11430Potassium CarbonateHCID 67878Methyl 4-fluorobenzoate

생성물 1

HCID 7365294-(1-Imidazolyl)benzoic Acid

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

Combine methyl 4-fluorobenzoate (1.52 g, 10 mmol), 1H-imidazole (0.82g, 12 mmol) and potassium carbonate (1.40 g, 10 mmol) in dimethylsulfoxide (7 mL) and heat the mixture with stirring at 120°-130° C. for 5 hours, cool, add water and acid, extract with ether. Adjust the pH of the aqueous layer to 8 with sodium carbonate, extract with ether, dry the extract with sodium sulfate and evaporate. 4-(1H-Imidazol -1-yl)benzoic acid is prepared by refluxing this methyl ester (0.61 g, 3 mmol) in 5 mL of 10% aqueous sodium hydroxide for five minutes; cool, neutralize to pH 6-7 with hydrochloric acid, filter and dry the precipitated acid.

후처리

  1. temperaturecool
  2. extractionextract with ether
  3. extractionextract with ether
  4. customdry the
  5. extractionextract with sodium sulfate
  6. customevaporate
  7. filtrationfilter
  8. customdry the precipitated acid

출처 및 근거

ORD 기록
ord-1da2c005a2d8428ba59bce9b6c23a38f
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04709043

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