Synthetic Route of 41841-16-1, 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. 41841-16-1 name is Methyl 2-(4-bromophenyl)acetate, 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.
Preparation of Intermediate methyl 1-(4-bromoDhenyl)cvclobutanecarboxylate (1AH-1); Sodium hydride (3.5g, 88mmol) was stirred as a suspension in dimethylformamide (250ml) under argon. This was warmed to 35C and methyl 2-(4-bromophenyl)acetate (10g, 44mmol) in dimethylformamide (10OmL) was added drop wise over 1 hour and then stirred at 300C for 1 hour. To this the 1 ,3-dibromopropane (4.4ml, 44mmol) in dimtheylformamide (50ml) was added drop wise over 1 hour, and this was left to stir at room temperature overnight. The reaction was incomplete. Sodium hydride (3.5g, 88mmol) was prepared in dimethylformamide (100ml) at 35C and was added to this drop wise to the reaction mixture over 1 hour. This was again left to stir at room temperature overnight. Saturated aqueous ammonium chloride solution (200ml) was carefully added, followed by water (500ml). The product was extracted with ethyl acetate (2 x 500ml), washed with water (3 x 500ml), and brine (2 x 500ml). The organic solution was then dried over magnesium sulfate, filtered, and evaporated. The crude product was purified by flash chromatography (12.5% ethyl acetate in heptane)to methyl 1-(4-bromophenyl)cyclobutanecarboxylate (900mg, 3.3mmol, 7.5%).1 H NMR (400MHz CDCI3) 7.45 (d, 2H), 7.15 (d, 2H), 3.65 (s, 3H), 2.80 (m, 2H), 2.45 (m, 2H), 2.05 (m 1 H), 1.85 (m, 1 H)
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(4-bromophenyl)acetate, and friends who are interested can also refer to it.
Reference:
Patent; PFIZER INC.; ASPNES, Gary, Erik; DOW, Robert, Lee; MUNCHHOF, Michael, John; WO2010/86820; (2010); A1;,
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