Some tips on 77095-51-3

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77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

77095-51-3, Oxalyl chloride (29.35 gm) was slowly added to a pre-cooled mixture of compound of formula-2 (25 gm), dimethylformamide (5 ml) and tetrahydrofuran (325 ml) at 0-5C under nitrogen atmosphere. Raised the temperature of the reaction mixture to 25-30C and stirred for 5 hr at the same temperature. A solution of pentafluorophenol (31.21 gm) in tetrahydrofuran (25 ml) was added to the reaction mixture at 25-30C. Cooled the reaction mixture to 0-5C and Nu,Nu-diisopropylethyl amine (99.64 gm) was slowly added to it at the same temperature. Raised the temperature of the reaction mixture to 25-30C and stirred for 90 min at the same temperature. Methyl tert.butyl ether and water were added to the reaction mixture at 25-30C and stirred the reaction mixture for 10 min at the same temperature. Both the organic and aqueous layers were separated and washed the organic layer with 10% aqueous sodium bicarbonate solution followed by with water. Distilled off the solvent completely from the organic layer and co-distilled with acetonitrile. Compound of formula- 4a (47.92 gm), acetonitrile (250 ml) and N,N-diisopropylethylamine (59.78 gm) were added to the obtained compound at 25-30C and stirred the reaction mixture for 40 min at the same temperature. Heated the reaction mixture to 60-65 C and stirred for 3 hr at the same temperature. Cooled the reaction mixture to 5-10C, 50% aq.HCl solution was slowly added to it and stirred the reaction mixture for 2 hr at the same temperature. Filtered the solid and washed with water. Ethyl acetate (175 ml) and water (250 ml) were added to the obtained compound at 25-30C. Slowly basified the reaction mixture by using 10% aqueous potassium carbonate solution (25 gm of potassium carbonate in 250 ml of water) at 25-30C and stirred the reaction mixture for 10 min at the same temperature. Both the organic and aqueous layers were separated and washed the aqueous layer with ethyl acetate. Slowly acidified the aqueous layer by using 50% aqueous hydrochloric acid solution (25 ml of hydrochloric acid in 25 ml of water) at 25-30C and stirred the reaction mixture for 3 hr at the same temperature. Filtered the solid, washed with acetone and dried the material to get the title compound. The PXRD pattern of the obtained compound is illustrated in figure- 1.

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Reference£º
Patent; MSN LABORATORIES PRIVATE LIMITED, R&D CENTER; SRINIVASAN, Thirumalai Rajan; SAJJA, Eswaraiah; GHOJALA, Venkat Reddy; SAGYAM, Rajeshwar Reddy; RANGINENI, Srinivasulu; KOMMERA, Rajashekar; (71 pag.)WO2019/43724; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem