Acetic Acid → 4-(4-methyl-1H-imidazole-1-yl)-3-(trifluoromethyl)benzoic acid

HRID 1441744ノート

反応式

HRID 1441744 の反応式
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:14]=[CH:13]C(C#N)=[CH:9][C:8]=2[C:15]([F:18])([F:17])[F:16])[CH:6]=1.Cl.[C:20]([OH:23])(=[O:22])[CH3:21]>>[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:14]=[CH:13][C:21]([C:20]([OH:23])=[O:22])=[CH:9][C:8]=2[C:15]([F:18])([F:16])[F:17])[CH:6]=1

参加物

4

反応物 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 686771234-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzonitrile

生成物 1

HCID 686786644-(4-methyl-1H-imidazole-1-yl)-3-(trifluoromethyl)benzoic acid

反応条件

温度
95 °C

実験手順

A mixture of 4-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzonitrile (1.01 g, 4 mmol), 6 mL of acetic acid and 3 mL of 12 M hydrochloric acid (37%) is shaken for 16 hours at 95° C. After cooling, the reaction mixture is evaporated to dryness under reduced pressure. The resulting residue is evaporated twice with toluene, dissolved in water and the pH is adjusted to ˜5-6 by dropwise addition of 1M sodium hydroxide solution. The aqueous phase is extracted twice with ethyl acetate. The organic phase is dried (Na2SO4) and evaporated to yield the title compound as a pale yellow solid.

後処理

  1. temperatureAfter cooling
  2. customthe reaction mixture is evaporated to dryness under reduced pressure
  3. customThe resulting residue is evaporated twice with toluene
  4. dissolutiondissolved in water
  5. additionthe pH is adjusted to ˜5-6 by dropwise addition of 1M sodium hydroxide solution
  6. extractionThe aqueous phase is extracted twice with ethyl acetate
  7. dry with materialThe organic phase is dried (Na2SO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-76403a98352d43aa901a121e4f79fe8b
出典データセット
uspto-grants-2010_02
特許番号
US07655669B2

反応ノート

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