3',4'-DIFLUORO-BIPHENYL-4-CARBOXYLIC ACID synthesis
- Product Name:3',4'-DIFLUORO-BIPHENYL-4-CARBOXYLIC ACID
- CAS Number:505082-81-5
- Molecular formula:C13H8F2O2
- Molecular Weight:234.2
![[1,1'-Biphenyl]-4-carboxylic acid, 3',4'-difluoro-, methyl ester](/CAS/20210111/GIF/1382448-99-8.gif)
1382448-99-8
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505082-81-5
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Yield:505082-81-5 12%
Reaction Conditions:
with sodium hydroxide;water in 1,4-dioxane at 60;
Steps:
C Method C; 3 *4 -DIFLUOROBIPHENYL-4-CARBOXYLIC acid
Combine 3,4-difluorobenzeneboronic acid (1.0 g, 5.2 mmol), methyl-4- bromobenzoate (0.241 g, 1.73 MMOL), Pd (OAC) 2 (0. 019 G, 0.086 mmol), tetrabutylammonium bromide (0.111 g, 0.345 mmol), and potassium phosphate (0.733 g, 3.454 MMOL). Purge the reaction vessel with argon and add anhydrous DMF (20 mL) to the reaction mixture. Heat the sealed reaction vessel to 120°C with stirring until completion. Cool the reaction to room temperature, dilute with ethyl acetate, and filter through a short plug of celite with additional ethyl acetate. Wash organics with water, dry over MgS04, filter, and evaporate. Purification by flash column chromatography yields 3', 4'-difluorobiphenyl-4-carboxylic acid methyl ester as a yellow solid. Dissolve the purified ester in dioxane (45 mL) and add an equal volume of 1 M aqueous NaOH. Heat the reaction vessel to 60°C with stirring until completion. Remove the solvent by evaporation. Dissolve the residue in dichloromethane and wash with IN aqueous hydrochloric acid. Dry the organics over MGS04, filter and evaporate to yield 0.048 g (12%) of the title compound. MS (ES): M/Z 235 (M+H).
References:
WO2004/94363,2004,A1 Location in patent:Page 15-16
586-76-5
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168267-41-2
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505082-81-5
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619-42-1
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168267-41-2
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505082-81-5
52 suppliers
$60.00/100mg