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

HRID 1441744노트

반응식

HRID 1441744 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
95 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-76403a98352d43aa901a121e4f79fe8b
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655669B2

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