Acetone → 4-Ethoxy-2,3-difluorobenzoic acid

HRID 1644127

반응식

HRID 1644127 반응식
CC(C)=[O:3].[CH2:5]([O:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][OH:13])=[C:10]([F:16])[C:9]=1[F:17])[CH3:6]>[O-2].[Cr+3].[O-2].[O-2].[Cr+3].O>[CH2:5]([O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]([OH:3])=[O:13])=[C:10]([F:16])[C:9]=1[F:17])[CH3:6]

참가 물질

5

반응물 2

HCID 180AcetoneHCID 467376204-Ethoxy-2,3-difluorobenzyl alcohol

생성물 1

HCID 27694004-Ethoxy-2,3-difluorobenzoic acid

시약·촉매·용매 2

HCID 165971Chromium oxide촉매HCID 962Water용매

실험 절차

Acetone solution (140 mL) containing 4-ethoxy-2,3-difluorobenzyl alcohol (2.1 g) was dropped into a 1.5 M sulfuring acid solution (70 mL) containing chromium (III) oxide (4.23 g), at 0° C. over one hour. The reaction mixture was stirred at room temperature for 24 hours, and added with water to thereby terminate the reaction. The organic layer was extracted three times with ethyl acetate, the organic layers were combined, and the combined organic layer was extracted twice with a 1 M aqueous sodium hydroxide solution. The organic layer was then neutralized with a 2 M hydrochloric acid, extracted three times with ethyl acetate, the organic layers were combined, and the combined organic layer was washed with saturated sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was vaporized off under reduced pressure, to thereby obtain 4-ethoxy-2,3-difluorobenzoic acid (7) (yield=1.8 g, yield ratio=80%) as a white solid.

후처리

  1. additionwas dropped into a 1.5 M
  2. customto thereby terminate
  3. customthe reaction
  4. extractionThe organic layer was extracted three times with ethyl acetate
  5. extractionthe combined organic layer was extracted twice with a 1 M aqueous sodium hydroxide solution
  6. extractionextracted three times with ethyl acetate
  7. washthe combined organic layer was washed with saturated sodium chloride solution
  8. dry with materialThe organic layer was dried over anhydrous sodium sulfate

출처 및 근거

ORD 기록
ord-97be4ce943ad402c8c7bba5ead0deaf8
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124196B2

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