Carbon Dioxide → 4-Chloro-2-(trifluoromethyl)benzoic acid

HRID 1288744ノート

反応式

HRID 1288744 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](I)=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:3]=1.[Mg].[C:14](=[O:16])=[O:15].Cl>CCOCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:14]([OH:16])=[O:15])=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:3]=1

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 27245244-Chloro-1-iodo-2-(trifluoromethyl)benzeneHCID 5462224Magnesium

生成物 1

HCID 27738564-Chloro-2-(trifluoromethyl)benzoic acid

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 4-chloro-2-trifluoromethyliodobenzene (100 g) in ether was added to a suspension of magnesium (8 g) in ether at a such a rate as to maintain the mixture at reflux. The mixture was stirred at reflux for 1 hour and then cooled to 0° C. Carbon dioxide was then passed into the stirred mixture for 3 hours. Hydrochloric acid (2M) was added and the resulting layers separated. The organic layer was washed with water and then extracted into aqueous sodium carbonate solution and this aqueous extract was acidified to pH 1 and extracted with ether. The ether layer was washed with saturated sodium chloride solution, dried (anhydrous magnesium sulphate) and the solvent evaporated to give 4-chloro-2-trifluoromethylbenzoic acid (57.1 g) as a brown solid, m.p. 106.5°-108° C.

後処理

  1. temperatureto maintain the mixture
  2. temperatureat reflux
  3. temperatureat reflux for 1 hour
  4. customthe resulting layers separated
  5. washThe organic layer was washed with water
  6. extractionextracted into aqueous sodium carbonate solution
  7. extractionthis aqueous extract
  8. extractionextracted with ether
  9. washThe ether layer was washed with saturated sodium chloride solution
  10. dry with materialdried (anhydrous magnesium sulphate)
  11. customthe solvent evaporated

出典と根拠

ORDレコード
ord-bbdb1c6010d34192996e5ed1f97b8570
出典データセット
uspto-grants-1998_05
特許番号
US05747424

反応ノート

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