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3-Hydroxybenzoic Acid → 3(2-Chloro-5-trifluoromethylphenoxy)benzoic acid

HRID 868464
ノート
印刷プレビュー

反応式

HRID 868464 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].[OH-].[K+].C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][C:21]=1F>CO.CS(C)=O.O>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:24][C:25]=1[O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 74203-Hydroxybenzoic AcidHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 27365454-Chloro-3-fluorobenzotrifluoride

生成物 1

HCID 193892503(2-Chloro-5-trifluoromethylphenoxy)benzoic acid収率 56.9%

試薬・触媒・溶媒 3

HCID 679
Dimethyl Sulfoxide
溶媒
HCID 887Methanol溶媒
HCID 962Water溶媒

実験手順

3-Hydroxybenzoic acid (3.45 g) was added to a solution of potassium hydroxide (2.8 g) in methanol. The solution was evaporated under reduced pressure to give a white solid. This was taken up in dry dimethylsulphoxide (25 ml). The resulting solution was stirred and heated at 170° with anhydrous potassium carbonate (1.25 g) and 4-chloro-3-fluorobenzotrifluoride (5 g) for 12 hours. The mixture was then cooled and poured into water, (500 ml). The mixture was extracted with ether and then acidified (HCl). The precipitate which formed was recrystallised from petroleum (b.p. 60°-80°) to give the required acid (4.5 g) with a melting point of 142°-143°.

後処理

  1. customThe solution was evaporated under reduced pressure
  2. customto give a white solid
  3. temperatureThe mixture was then cooled
  4. extractionThe mixture was extracted with ether
  5. customThe precipitate which formed
  6. customwas recrystallised from petroleum (b.p. 60°-80°)

出典と根拠

ORDレコード
ord-edecc9229f7b4457b9587744967f9923
出典データセット
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04780128

反応ノート

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