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

HRID 894928ノート

反応式

HRID 894928 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-Hydroxybenzoic acid (27.6 g), 4-chloro-3-cyano-benzotrifluoride (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 recrystallised to give the benzoic acid derivative (24.0 g) with a melting point of 224°-226° C.

後処理

  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 recrystallised

出典と根拠

ORDレコード
ord-72ccb4973dd04c44a67b9b72b486d370
出典データセット
uspto-grants-1981_08
特許番号
US04285723

反応ノート

読み込み中…