Share a compound :

Application of 4911-54-0,Some common heterocyclic compound, 4911-54-0, name is Ethyl 4-methylpent-4-enoate, molecular formula is C8H14O2, 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 flame-dried flask that was purged under argon for 20 min was added LiAlH4 followed by 150 mL of anhydrous THF. The reaction mixture was cooled to 00C and a solution of compound 7 in THF (20 mL) was added slowly. The resulting solution was allowed to warm to room temperature and was stirred for 3 h until the starting material was completely consumed as indicated by TLC. The reaction was quenched by slow addition of the mixture to 300 mL of ice cold IM NaOH. The mixture was then allowed to stir for another hour and was filtered through Celite. A large amount of diethyl ether was used for rinsing. The filtrate was treated with water and extracted twice with diethyl ether. The combined organic phase was dried over Na2SO4 and evaporated in vacuo to give a residue which was purified via distillation at 20 mm Hg (bp 65-68 0C) to afford compound 8 as a yellow oil (9.5 g, 0.095 mol, 79%) (Mazzocchi et al. (1983) J. Org. Chem. 48, 2981-2989).1H NMR (500 MHz, CDCl3) delta 1.47 (br, IH), 1.69-1.74 (m, 5H), 2.1 (t, J = 7.5 Hz, 2H), 3.66 (t, J = 6.5 Hz, 2H), 4.71 (d, J = 0.8 Hz, IH), 4.73 (d, J = 0.8 Hz, IH), 4.73 (d, J = 0.4 Hz, IH); 13C NMR (125 MHz, CDCl3), delta 22.22, 30.41, 33.98, 62.64, 1 10.08, 145.40.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-methylpent-4-enoate, its application will become more common.

Reference:
Patent; PARHAMI, Farhad; KIM, Woo-Kyun; WO2008/82520; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics