Electric Literature of 627-42-9, 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. 627-42-9 name is 2-Methoxyethyl chloride, 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.
To a solution of 6 (3.4 g, 20 mmol) in N,N?-dimethylformamide (DMF), K2CO3 (5.5 g, 40 mmol) was added at room temperature. After the mixture was stirred at 90 oC for 10 minutes, the DMF solution (2 mL) of 1-chloro-2-methoxyethane (3.8 g, 40 mmol) was slowly added over the course of 30 min at this temperature. The mixture was stirred at 90 oC for 12 h. After completion of the reaction, the mixture was poured into ice water (60 mL), followed by extraction with ethyl acetate (60 ¡Á 3 mL). The combined organic solvent phase was then washed by water (60 ¡Á 3 mL) and saturated sodium chloride (60 ¡Á 3 mL), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to afford an oil, which was purified by column chromatography with petroleum ether/ethyl acetate (10 : 1) to obtain 7. Methyl 2-hydroxy-4-(2-methoxyethoxy)benzoate (7) White solid, yield 91%; mp: 136-138 oC; 1H NMR (CDCl3, 600 MHz): delta = 7.73 (1H, d, J = 8.4 Hz, H-6), 6.48 (1H, dd, J = 1.8, 8.4 Hz, H-5), 6.46 (1H, d, J = 1.8 Hz, H-3), 4.82 (1H, br, ArOH), 4.13 (2H, t, J = 4.8 Hz, ArOCH2), 3.91 (3H, s, COOCH3), 3.75 (2H, t, J = 4.8 Hz, CH3OCH2), 3.45 (3H, s, CH3OCH2); HRMS (ESI) m/z calcd. for C11H14O5 ([M+H]+): 227.0914, found: 227.0913.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methoxyethyl chloride, and friends who are interested can also refer to it.
Reference:
Article; Liu, Yang; Li, Yijing; Liu, Jianzhen; Yang, Limin; Li, Pengzhan; Zhao, Guisen; Letters in drug design and discovery; vol. 13; 4; (2016); p. 314 – 323;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics