Downstream synthetic route of 16874-34-3

16874-34-3 Ethyl tetrahydrofuran-2-carboxylate 10103286, aTetrahydrofurans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-34-3,Ethyl tetrahydrofuran-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: Synthesis of ethyl 2-ethyltetrahydrofuran-2-carboxylate:A stirred solution of Diisopropylamine (about 6.5 ml) in dry THF (25 ml) was cooled to about -10 C and to this n-butyl lithium (23 ml) was added drop wise under nitrogen atmosphere and maintain the same temperature for about 45 minutes then cooled to the reaction mixture about – 75C for about 15 minutes then ethyl tetrahydrofuran-2-carboxylate (step 1, about 5 g in 30 ml THF) was added and stirred the reaction at same temperature for about 30 minutes. Increased the reaction temperature to about -35 C and stirred for 45 minutes then again cooled the reaction to about – 75C then ethyl iodide (5.2 ml in 20 ml THF) was added drop wise and the reaction temperature was slowly allowed t to reach room temperature and stirred the reaction mixture at room temperature for about 12 hours. Completion of the reaction was monitored by TLC, the reaction mixture was quenched with saturated ammonium chloride and extracted with ethyl acetate, the organic layer was washed with saturated NaHC03 followed by brine solution, the organic layer was dried over Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 3% ethyl acetate in hexane as eluent to furnish the title compound as light yellow colour liquid. NMR (300 MHz, CDC13): 1.40-1.44 (m, 3H); 1.77-1.87 (m, 6H); 1.88-1.96 (m, 4H); 4.78-4.85 (m, 2H); ES Mass: [M+l], 16874-34-3

16874-34-3 Ethyl tetrahydrofuran-2-carboxylate 10103286, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; VAMSI KRISHNA, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; MADHANMOHAN REDDY, Musku; VL SUBRAHMANYAM, Lanka; PREM KUMAR, Mamnoor; WO2011/61590; (2011); A1;,
Tetrahydrofuran – Wikipedia
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