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

HRID 266558노트

반응식

HRID 266558 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-43e5e965975f48cbb98b599a387aef85
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650533

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