Analyzing the synthesis route of 90843-31-5

90843-31-5, 5-Acetyl-2,3-dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,90843-31-5

W-(2,3-Dihydro-1-benzofuran-5-yl)acetamide (192). NH2OH HCI (7.3 g, 105 mmol) was added to a stirred solution of ketone 191 (14.2 g, 87.7 mmol) and pyridine (9.2 mL, 114 mmol) in MeOH (100 mL) and the mixture stirred at 20 0C for 16 h. The solvent was evaporated and the residue partitioned between brine and EtOAc. The organic fraction was dried and the solvent evaporated to give crude 1-(2,3-dihydro-1-benzofuran-5- yl)ethanone oxime (15.3 g, 99%). HCI gas was bubbled through a solution of the oxime (15.3 g, 86.5 mmol) in Ac2O (16.3 mL, 173 mmol) and HOAc (54 mL, 865 mmol), and the solution stood at 20 0C for 24 h. The precipitate was poured into ice/water, stirred for 2 h, the solid filtered and washed with water and dried. The aqueous fraction was extracted EPO with DCM (2 x 50 ml_), the combined organic extract dried and the solvent evaporated. The slurry was treated with water (20 mL) and evaporated several times to remove Ac2O. The combined solids were purified by chromatography, eluting with a gradient (50-100%) of EtOAc/pet. ether, to give acetamide 192 (7.94 g, 52%) as a white solid: mp 92-93 0C [lit. (Blade-Font, A.; de Mas Rocabayera, T. J. Chem. Soc. P1, 1982, 814-848) mp 93 0C]; 1H NMR delta 7.47 (br s, 1 H, H-4), 7.21 (br s, 1 H, NH), 6.99 (dd, J = 8.5, 2.1 Hz, 1 H, H-6), 6.69 (d, J = 8.5 Hz, 1 H, H-7), 4.55 (t, J = 8.7 Hz, 2 H, H-2), 3.18 (br t, J = 8.7 Hz, 2 H, H- 3), 2.13 (S1 3 H1 CH3).

90843-31-5 5-Acetyl-2,3-dihydrobenzo[b]furan 145220, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; WO2006/104406; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem