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ChemicalBook CAS DataBase List 4-Benzofurancarboxylic Acid

4-Benzofurancarboxylic Acid synthesis

6synthesis methods
-

Yield: 99%

Reaction Conditions:

with water;lithium hydroxide in tetrahydrofuran;methanol at 20; for 16 h;

Steps:

Benzofuran-4-caroxylic acid (132)
A solution of LiOH (1.44 g, 34.3 mmol) in water (20 mL) was added to a solution of 131 (2.02 g, 11.4 mmol) in THF (20mL) and MeOH (20 mL) and the solution was stirred at r.t. for 16 h and then evaporated. The residue was dissolved in water (50 mL) and acidified with cone. HC1 and the precipitate was filtered and dried to give 132 (1.83 g, 99%). 1H NMR (DMSO-d6) δ 13.10 (s, 1H), 8.14 (d, J = 2.1 Hz, 1H), 7.85-7.91 (m, 2H), 7.43 (t, J = 7.9 Hz, 1H), 7.33 (dd, J = 2.1, 1.0 Hz, 1H). Found: [M-H] = 161.1.

References:

THE GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT, INC.;UPTON, Anna, Marie;COOPER, Christopher, Blair;MARCEL, Koenraad, Jozel Lodewijk;GUILLEMONT, Jerome, Emile Goerges;VAN DEN BROECK, Walter Marcel, Mathilde;PALMER, Brian, Desmond;MA, Zhenkun WO2017/155909, 2017, A1 Location in patent:Paragraph 0190