Application of 91-16-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 91-16-7 name is 1,2-Dimethoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Under nitrogen atmosphere, to a suspension of 4-chlorobutyrylchloride (4.0 mL, 36.1 mmol), 1,2-dimethoxybenzene (23.1 mL,180.9 mmol) in dichloromethane (60 mL) was added portionwisealuminum chloride (5.8 g, 43.4 mmol) at 0 C. The resulting suspensionwas stirred for 3 h at 25 C. The reaction was quenched bypouring the reaction mixture into an ice/water mixture. Theresulting aqueous solution was extracted with dichloromethane(3), and the organic layer was washed with water and brine, driedwith Na2SO4, and concentrated in vacuo. The crude residue wasthen purified by chromatography on silica gel (gradient of EtOAc inpetroleum ether) to afford the title compound 26 as a pale yellowsolid. (Yield 7.9 g, 90%). Rf 0.4 (EtOAc/petroleum ether 1:4).1HNMR (300 MHz, CDCl3, d): 2.13e2.22 (m, 2H), 3.09 (t, 2H, J 6.9 Hz),3.63 (t, 2H, J 6.0 Hz), 3.89 (s, 3H), 3.91 (s, 3H), 6.85 (d, 1H,J 8.4 Hz), 7.49 (d, 1H, J 2.1 Hz), 7.57 (dd, 1H, J 8.4 Hz, J 1.8 Hz).13C NMR (75 MHz, CDCl3, d): 27.1, 34.8, 44.8, 56.0, 56.7, 110.0, 110.6,122.7, 130.0, 149.0, 153.3, 197.5. HRMS (ESI): m/z calcd forC12H16O3Cl [MH]: 243.0788; found 243.0787.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Dimethoxybenzene, and friends who are interested can also refer to it.
Reference:
Article; Azzouz, Rabah; Peauger, Ludovic; Gembus, Vincent; ?in?a?, Mihaela-Liliana; Papamicael, Cyril; Levacher, Vincent; Sopkova-de Oliveira Santos, Jana; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 165 – 190;,
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