ChemicalBook CAS DataBase List Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)

Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI) synthesis

12synthesis methods

Product Name:Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)
CAS Number:114829-07-1
Molecular formula:C9H8F2O2
Molecular Weight:186.16

Also obtained by treatment of butyl-[2,2-difluoro-1-(4-methoxyphenyl)-eth-(Z)-ylidene]amine with aqueous hydrochloric acid in acetonitrile
Also obtained by reaction of p-anisole magnesium bromide with ethyl 2,2-difluoroacetate in THF at ?78° (36%)
Also obtained by treatment of 2,2-difluoro-1-(4-methoxyphenyl)vinyl benzoate with aqueous potassium hydroxide in THF at r.t. for 12 h (72%)
Also obtained by reaction of Selectfluor with 1-(4-morpholinyl)-1-(4-methoxy-phenyl)ethene in the presence of 4 ? molecular sieves in acetonitrile at ?10° for 8 h (64%).

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Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)

114829-07-1
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$420.00/1g

Yield: 85%

Reaction Conditions:

with potassium hydrogensulfate;sodium hypochlorite pentahydrate in acetonitrile at 0; for 5 h;Reagent/catalyst;

Steps:

4.2 Standard experimental procedure for the oxidation of fluorine-containing alcohols using NaOCl·5H₂O without the TEMPO catalyst
General procedure: Potassium hydrogen sulfate (13.7 mg, 0.10 mmol) was added to a stirred solution of a fluoroalkyl alcohol (1) (2.0 mmol) in acetonitrile (5mL) at room temperature, and the resulting mixture was cooled to 0 C. Sodium hypochlorite pentahydrate (791 mg, 4.8 mmol) was added to the reaction mixture, stirred under the same conditions, and monitored by TLC. After the starting material (1) had been consumed, water (5mL) was added, and the resulting mixture was extracted with ethyl acetate (20mL×3). The combined organic extract was washed with brine (50mL), dried over sodium sulfate, and evaporated. The residue was purified by silica-gel column chromatography using hexane/ethyl acetate as the eluent to produce the fluoroalkyl ketone (2).

References:

Kirihara, Masayuki;Suzuki, Katsuya;Nakakura, Kana;Saito, Katsuya;Nakamura, Riho;Tujimoto, Kazuki;Sakamoto, Yugo;Kikkawa, You;Shimazu, Hideo;Kimura, Yoshikazu [Journal of Fluorine Chemistry,2021,vol. 243,art. no. 109719]

5720-07-0 Synthesis