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

HRID 247592

反応式

HRID 247592 の反応式
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

参加物

8

反応物 4

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

生成物 1

HCID 7365294-(1-Imidazolyl)benzoic Acid

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1da2c005a2d8428ba59bce9b6c23a38f
出典データセット
uspto-grants-1987_11
特許番号
US04709043

関連ノート

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