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ChemicalBook CAS DataBase List 3-CYANO-5-(METHOXYCARBONYL)BENZOIC ACID

3-CYANO-5-(METHOXYCARBONYL)BENZOIC ACID synthesis

3synthesis methods
23340-69-4 Synthesis
5-CYANO-DIMETHYLISOPHTHALATE

23340-69-4
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3-CYANO-5-(METHOXYCARBONYL)BENZOIC ACID

126739-90-0
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Yield:126739-90-0 43%

Reaction Conditions:

Stage #1: dimethyl 5-cyanoisophthalatewith methanol;sodium hydroxide;water in tetrahydrofuran at 20; for 17 h;
Stage #2: with hydrogenchloride;water in ethyl acetate;

Steps:

11.c

Step c 5-Cvano-isophthalic acid monomethyl ester (1 Ic); A solution of 5-cyano-isophthalic acid dimethyl ester (123 mg, 0.56 mmol) in THF:MeOH (1 :1, 4 rnL) was treated with NaOH (22 mg, 0.56 mmol) in H2O (0.5 mL) at r.t. The reaction mixture was stirred 17 h and concentrated under vacuum. The residue was taken into EtOAc and 2M HCl, the phases were separated and the organic phase dried (Na2SO4). Evaporation of the solvent afforded the title compound (49 mg, 43 %).

References:

WO2008/119772,2008,A1 Location in patent:Page/Page column 72-73

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