ChemicalBook CAS DataBase List 4'-METHOXY-BIPHENYL-2-CARBOXYLIC ACID

4'-METHOXY-BIPHENYL-2-CARBOXYLIC ACID synthesis

13synthesis methods

Product Name:4'-METHOXY-BIPHENYL-2-CARBOXYLIC ACID
CAS Number:18110-71-9
Molecular formula:C14H12O3
Molecular Weight:228.24

85-44-9 Synthesis

85-44-9
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$9.00/5g

13139-86-1
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$45.00/5g

18110-71-9
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$40.00/100mg

Yield:18110-71-9 100%

Reaction Conditions:

Stage #1: phthalic anhydride;4-methoxyphenyl magnesium bromide in tetrahydrofuran;diethyl ether at -78 - 20;
Stage #2: with hydrogenchloride in tetrahydrofuran;diethyl ether;water;

Steps:

25 production of 2-(4-methoxyphenyl)-benzoic acid

100 ml (0.11 mol) of a diethyl ether solution of 1 M 4-methoxyphenylmagnesium bromide was dropwise added to a tetrahydrofuran solution (200 ml) of 14.81 g (0.10 mol) of phthalic anhydride at-78°C, and stirred overnight at room temperature. Aqueous 1 N hydrochloric acid solution was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, then the reaction liquid was concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate = 1/2) to obtain 25.63 g (yield: 100 %) of 2-(4-methoxyphenyl)-benzoic acid as a yellow oily substance.

References:

EP1719756,2006,A1 Location in patent:Page/Page column 49