Simple exploration of 23681-89-2

23681-89-2 2,3-Dihydrobenzofuran-6-ol 12236540, abenzofuran compound, is more and more widely used in various fields.

23681-89-2, 2,3-Dihydrobenzofuran-6-ol is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 1 benzaldehyde (221 mg, 1.25 mmol), Preparation 12 phenol (170 mg, 1.25 mmol), K2CO3 (518 mg, 3.75 mmol), and DMF (5 mL) were combined and heated at 100¡ã C. for 24 h. The mixture was cooled to rt, poured into H2O and extracted with EtOAc (2.x.). The combined extracts were washed with 1M NaOH and brine, dried (MgSO4), filtered, concentrated, and chromatographed (loaded with CH2Cl2; eluted with 10percent EtOAc in hexanes). The isolated solid (140 mg) was dissolved in acetonitrile (10 mL) at rt. To the solution was added acetic acid (0.082 mL, 1.44 mmol) and methylamine (0.479 mL of a 2M solution in THF, 0.957 mmol). After 1 h NaBH(OAc)3 (152 mg, 0.718 mmol) was added. The mixture was stirred at rt for 3 d, poured into sat. NaHCO3 (50 mL) and 1 M NaOH (5 mL) and extracted with EtOAc (2.x.50 mL). The combined extracts were dried (MgSO4), filtered, concentrated, and chromatographed (loaded with CH2Cl2; eluted with 10percent MeOH in CH2Cl2). The resulting yellow gum was dissolved in EtOAc (3 mL) at rt and p-toluenesulfonic acid hydrate (70 mg) was added. After 14 h the mixture was filtered and the resulting solid dried under high vacuum to provide 100 mg of the above named compound as a solid. MS (M+)=308, 310. 1H NMR (400 MHz, CD3OD): delta 7.69 (d, 2, J=9.1), 7.25 (s, 1), 7.22 (d, 2, J=8.1), 6.90 (d, 1, J=6.4), 6.56 (dd, 1, J=7.9, 2.3), 6.52 (d, 1, J=2.1), 4.62 (t, 2, J=8.7), 4.27 (s, 2), 3.21 (t, 2, J=8.7), 2.76 (s, 3), 2.36 (s, 3)., 23681-89-2

23681-89-2 2,3-Dihydrobenzofuran-6-ol 12236540, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US2006/58361; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem