Related Products of 88709-17-5,Some common heterocyclic compound, 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, molecular formula is C12H16O3, 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.
To a solution of diisopropylamine (1 .46 g, 14.4 mmol) in anhydrous THF (20 mL) at -30 C was added n-BuLi (2.4M in hexane, 5.8 mL, 14.4 mmol) slowly under a nitrogen atmosphere. The mixture was stirred at -30 C for 30 minutes then cooled to -78 C and HMPA (4.0 g) was added. A solution of ethyl 2-ethoxy-4-methylbenzoate I76 (2.0 g, 9.6 mmol) in anhydrous THF (5 mL) was then added dropwise and the resulting mixture stirred at -78 C for 2 hours. CO? (g) was bubbled through the mixture until the colour of the anion discharged then for a further 30 minutes. The reaction was allowed to warm to 10 C, then diluted with water (20 mL) and extracted with diethyl ether (2 x 20 mL). The aqueous layer was acidified to pH 2 by addition of 10% aqueous H2S04 and extracted with DCM (2 x 20 mL). The combined DCM layers were washed with water and brine, dried ( a2SC) and concentrated to give the title compound (550 mg, 23%) as yellow oil. LCMS-C: RT 2.36 min; m/z (0798) 253.1 [M+H]+
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-ethoxy-4-methylbenzoate, its application will become more common.
Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
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