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

HRID 1288720
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HRID 1288720 반응식
C([Li])CCC.[Cl:6][C:7]1[CH:12]=[C:11]([O:13][C:14]([F:17])([F:16])[F:15])[CH:10]=[CH:9][C:8]=1Br.[C:19](=[O:21])=[O:20]>CCOCC>[Cl:6][C:7]1[CH:12]=[C:11]([O:13][C:14]([F:17])([F:16])[F:15])[CH:10]=[CH:9][C:8]=1[C:19]([OH:21])=[O:20]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 280Carbon DioxideHCID 534140341-Bromo-2-chloro-4-(trifluoromethoxy)benzeneHCID 178418339Butyllithium

생성물 1

HCID 541904932-Chloro-4-(trifluoromethoxy)benzoic acid

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
-78 °C

실험 절차

n-Butyllithium (2.5M in hexane, 38 ml) was added to a stirred, cooled solution of 2-chloro-4-trifluoromethoxybromobenzene (25 g) in ether while maintaining the temperature below 70° C. The mixture was stirred at -78° C. for 4 hours then poured onto solid carbon dioxide with stirring. The mixture was allowed to warm to room temperature and acidified to pH 1. The layers were separated and the organic layer was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with cyclohexane and filtered to give 2-chloro-4-trifluoromethoxybenzoic acid as a white solid mp 90.6°-91.2° C.

후처리

  1. temperaturewhile maintaining the temperature below 70° C
  2. stirringwith stirring
  3. temperatureto warm to room temperature
  4. customThe layers were separated
  5. washthe organic layer was washed with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness
  9. customthe residue was triturated with cyclohexane
  10. filtrationfiltered

출처 및 근거

ORD 기록
ord-55c088c64e4c4e7e8d186189c0de31f7
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05747424

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