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

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.

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

ORDレコード

ord-97be4ce943ad402c8c7bba5ead0deaf8

出典データセット

uspto-grants-2012_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08124196B2