diethyl 2-(6-methoxypyridin-2-yl)malonate synthesis
- Product Name:diethyl 2-(6-methoxypyridin-2-yl)malonate
- CAS Number:1259929-73-1
- Molecular formula:C13H17NO5
- Molecular Weight:267.28
40473-07-2
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Yield: 64%
Reaction Conditions:
with benzoxazole;potassium phosphate;copper(l) iodide in dimethyl sulfoxide at 50; for 6 h;Inert atmosphere;Sealed tube;Ullmann Condensation;
Steps:
General experimental details for the synthesis ofcompounds 3
General procedure: Under Ar atmosphere, DMSO (2 mL), ArBr 1 (1.0 mmol), diethyl malonate 2 (1.5 mmol), CuI (0.1mmol), benzoxazole (0.2 mmol) and K3PO4 (3 mmol) were successively added into a sealed tube.The mixture was stirred at 50°C for about 3-9 h. When the reaction completed indicated by TLC,the reaction mixture was poured into saturated ammonium chloride aqueous solution (20 mL)and extracted with ethyl acetate (3×20 mL).The combined organic phase was washed with saturated ammonium chloride aqueous solution(2×20 mL) and water (2×20 mL). Then the separated organic layer was dried over anhydroussodium sulfate, filtered and concentrated under reduced pressure. The residue waschromatographed on silica gel using hexane/ethyl acetate to afford the desired product.
References:
Zeng, Yu;Zheng, Hao-Liang;Yang, Zhao;Liu, Cheng-Kou;Fang, Zheng;Guo, Kai [Synlett,2018,vol. 29,# 1,art. no. ST-2017-W0499-L,p. 79 - 84] Location in patent:supporting information