3-Hydroxybenzoic Acid → 3-(2-Cyano-4-trifluoromethylphenoxy)benzoic acid

HRID 868394노트

반응식

HRID 868394 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].Cl[C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=1[C:22]#[N:23].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:22]([C:13]1[CH:14]=[C:15]([C:18]([F:19])([F:20])[F:21])[CH:16]=[CH:17][C:12]=1[O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6])#[N:23]

참가 물질

5

반응물 3

HCID 74203-Hydroxybenzoic AcidHCID 11430Potassium CarbonateHCID 676042-Chloro-5-(trifluoromethyl)benzonitrile

생성물 1

HCID 130136843-(2-Cyano-4-trifluoromethylphenoxy)benzoic acid수율 39.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-Hydroxybenzoic acid (27.6 g), 4-chloro-3-cyanobenzotrifluoride (41.1 g) and anhydrous potassium carbonate (55.2 g) were stirred together for 71/2 hours at 100° C. in dry dimethylformamide (500 ml) and then left at room temperature for 65 hours. The solvent was then removed under reduced pressure and the residue taken up in water and acidified with dilute hydrochloric acid. The solid which separated was washed with water, dissolved in ether and the solution dried and concentrated. The colourless solid which separated was recrystallized to give the benzoic acid derivative (24.0 g) with a melting point of 224°-226° C.

후처리

  1. customThe solvent was then removed under reduced pressure
  2. customThe solid which separated
  3. washwas washed with water
  4. dissolutiondissolved in ether
  5. customthe solution dried
  6. concentrationconcentrated
  7. customThe colourless solid which separated
  8. customwas recrystallized

출처 및 근거

ORD 기록
ord-6f56e0cba8204235b66377b78cf71ebd
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04778914

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