ChemicalBook CAS DataBase List 2-(4-Acetylphenyl)-2,2-difluoroacetic Acid

2-(4-Acetylphenyl)-2,2-difluoroacetic Acid synthesis

5synthesis methods

Product Name:2-(4-Acetylphenyl)-2,2-difluoroacetic Acid
CAS Number:1308915-16-3
Molecular formula:C10H8F2O3
Molecular Weight:214.1655

Ethyl 2-(4-Acetylphenyl)-2,2-difluoroacetate

1308915-15-2
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2-(4-Acetylphenyl)-2,2-difluoroacetic Acid

1308915-16-3
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Yield:1308915-16-3 96%

Reaction Conditions:

Stage #1: 2-(4-acetylphenyl)-2,2-difluoroacetic acid ethyl esterwith water;sodium hydroxide at 100; for 1.5 h;
Stage #2: with hydrogenchloride in water;

Steps:

6

Example 6Production of aromatic difluoroacetic acid According to the above-described scheme, 2-(4-acetylphenyl)-2,2-difluoroacetic acid ethyl ester (Compound 2e; 436.0 mg, 1.8 mmol) and 1N NaOH solution (3 0 mL) were put into an eggplant flask, and the mixture was stirred at 100° C. for 1.5 hours. After the reaction, the reaction mixture was neutralized with 5% HCl solution, extracted with ethyl acetate and washed with water, and an organic layer was dried with anhydrous sodium sulfate. Ethyl acetate was distilled away under reduced pressure, and by carrying out purification by silica gel column chromatography, 2-(4-acetylphenyl)-2,2-difluoroacetic acid (Compound 4e) was obtained with a yield of 96%.The results of instrumental analysis of the product (Compound 4e) are shown below:¹H-NMR (CDCl₃, TMS) δ8.05 (2H, d, J=8.4 Hz), 7.75 (2H, d, J=8.4 Hz), 2.65 (3H, s) ¹⁹F-NMR (CDCl₃, C₆F₆) δ56.6 (2F, s)

References:

US2012/220795,2012,A1 Location in patent:Page/Page column 7-8

13329-40-3 Synthesis