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.
(6-Bromo-2-(ethoxymethoxy)quinolin-3-yl)boronic acid (82). To a solution of 81 (1.55 g, 5.85 mmol) in DMF(30 mL, anhydrous) at 0 C, DIPEA was added (3.06 mL, 17.5 mmol). 1-Chloro-2-methoxyethane(1.38 g, 14.6 mmol) was then added, and the resultant mixture stirred at r.t. for 48 h. The reaction wasdiluted with brine (50 mL) and extracted with EtOAc (3 20 mL). The combined organic layers washedwith brine (50 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain ayellow solid. Crude product was triturated with hexanes:Et2O (1:1) mixture and filtered and collectedto give 82 as a white solid (1.31 g, 69%) which was pure enough to be used for the next step. 1H NMR(DMSO, 400 MHz) 8.69 (s, 2H), 8.42 (s, 1H), 8.12 (d, J = 2.4 Hz, 1H), 7.83 (dd, J = 9.1, 2.4 Hz, 1H), 7.56(d, J = 9.1 Hz, 1H), 5.73 (s, 2H), 3.55 (q, J = 7.1 Hz, 2H), 1.07 (t, J = 7.0 Hz, 3H). Found: [M + H OH +MeOH OH + MeOH] = 356.1. HRMS: calculated for C12H13BBrNO4: 325.0121; found: 325.0126.
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; Choi, Peter J.; Conole, Daniel; Sutherland, Hamish S.; Blaser, Adrian; Tong, Amy S.T.; Cooper, Christopher B.; Upton, Anna M.; Palmer, Brian D.; Denny, William A.; Molecules; vol. 25; 6; (2020);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics