Electric Literature of 443-26-5, These common heterocyclic compound, 443-26-5, name is Ethyl 2-fluorobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
O-fluorobenzoic acid (5g, 35.7mmol) was dissolved in 20mL of ethanol, a catalytic amount of concentrated sulfuric acid was added dropwise, and the mixture was stirred at reflux overnight. After the reaction was completed, the ethanol was rotated.Extracted with ethyl acetate (25 mL ¡Á 3),The organic phase is combined, washed with saturated sodium hydrogen carbonate solution, washed with saturated brine and dried over anhydrous sodium sulfate.Concentrated to give a colorless oily productEthyl fluorobenzoate 4.9g;Ethyl fluorobenzoate (4.9 g, 29.1 mmol) was dissolved in 20 mL of DMSO, and morpholine (12.7 mL, 145.7 mmol) was added dropwise and stirred at 120 overnight.After the reaction, ethyl acetate was extracted (25 mL¡Á3), and the organic phase was combined, washed with water (25 mL¡Á3),After concentration, the oily product was 4.5 g;The above product (4.5 g, 19.1 mmol) was dissolved in 10 mL of methanol.Add 10 mL of 10% aqueous NaOH solution.After stirring at 80 C for 2 h, the methanol was rotated, and the pH was adjusted to 4 with 10% dilute hydrochloric acid.Solid precipitated and filtered to obtain 3.2 g of 2-morpholinylbenzoic acid.Three-step yield of 43.2%;The o-fluorobenzoic acid (50 mg, 0.24 mmol) was obtained in the same manner as in Example 1 to obtain 45g, two-step yield 54.9%of the product.
The synthetic route of 443-26-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; China Pharmaceutical University; Xu Jinyi; Li Wenlong; Xu Shengtao; Shuai Wen; Xu Feijie; Sun Honghao; Ma Cong; Zhu Zheying; Yao Hong; (35 pag.)CN109678815; (2019); A;,
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