[1,1'-Biphenyl]-2,2'-dicarboxylic acid, (1R)- (9CI) synthesis

13synthesis methods

Product Name:[1,1'-Biphenyl]-2,2'-dicarboxylic acid, (1R)- (9CI)
CAS Number:863305-32-2
Molecular formula:C14H10O4
Molecular Weight:242.23

3594-90-9 Synthesis

3594-90-9
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[1,1'-Biphenyl]-2,2'-dicarboxylic acid, (1R)- (9CI)

863305-32-2
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Yield:863305-32-2 81 %Chromat.

Reaction Conditions:

with (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II);1,1'-sulfinylbisbenzene in tetrahydrofuran at 70; for 2.5 h;Inert atmosphere;Sealed tube;Green chemistry;

Steps:

Typical procedure for the ruthenium hydride-catalyzed direct oxidation of alcohols to carboxylic acids with diphenyl sulfoxide

General procedure: Benzyl alcohol 1a (108.1 mg, 1 mmol), diphenyl sulfoxide 2 (202.3 mg, 1 mmol), [RuHCl(CO)(PPh₃)₃] (39.1 mg, 0.04 mmol) and THF (2 mL) were placed in a screw capped test tube. The test tube was purged with argon and sealed. The mixture was stirred at 70 °C for 2.5 h. After the reaction was completed, the solvent was removed under reduce pressure. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate = 6/1) and recrystallized from H₂O-methanol to give the compound 3a as a white crystal.

References:

Barati, Behjat;Moghadam, Majid;Rahmati, Abbas;Mirkhani, Valiollah;Tangestaninejad, Shahram;Mohammadpoor-Baltork, Iraj [Inorganic Chemistry Communications,2013,vol. 29,p. 114 - 117]

84-11-7 Synthesis