Some tips on 87-41-2

87-41-2 Isobenzofuran-1(3H)-one 6885, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87-41-2,Isobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

NBS (53.4 g, 300 mmol, 1.5 eq) was added portion wise to a solution of phthalide (Sl-I) (26.83 g, 200 mmol. 1 O eq) in a mixture of TFA (100 mL) and sulfuric acid (45 mL) at rt over 9 h. The reaction mixture (an orange solution) was stirred at rt for about 60 h. (Crude NMR showed the reaction is complete.) Then the reaction mixture was poured onto ice, extracted with methylene chloride (3 x 300 mL). The combined organic phase was dried over MgSO4, filtered and concentrated to afford a yellow solid. The residue was purified by flash-column chromatography (5-10% ethyl acetate-hexanes) to afford the desired product Sl-2 (white solid, 28.17g, 66%) and the other regioisomer S3-1 (white solid, 12.7g, 30%). 1H NMR (400 MHz, CDCl3) 8 8.04 (d, J= 1.8 Hz, 1 H), 7.78 (dd, J= 1.8, 7.9 Hz, 1 H), 7.37 (d, J= 7.9 Hz, 1 H), 5.26 (s, 2 H)., 87-41-2

87-41-2 Isobenzofuran-1(3H)-one 6885, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; TETRAPHASE PHARMACEUTICALS, INC.; CLARK, Roger, B.; HUNT, Diana, Katharine; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi; ROeNN, Magnus; WO2010/132670; (2010); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem