Adding a certain compound to certain chemical reactions, such as: 6290-49-9, name is Methyl 2-methoxyacetate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6290-49-9, SDS of cas: 6290-49-9
TiCl4 (664 mg, 3.50 mmol) and Et3N (405 mg, 4.00 mmol) were successively added dropwise to a stirred solution of methyl methoxyacetate (104 mg, 1.00 mmol), hexanoyl chloride (135 mg, 1.00 mmol), and 1,2-dimethylimidazole (115 mg, 1.20 mmol) in CH2Cl2 (3 mL) at -50 – -45 C under an Ar atmosphere, and the mixture was stirred at the same temperature for 1 h. Water was added to the mixture, which was extracted twice with Et2O. The combined organic phase was washed with sat. aq. NaHCO3 solution, brine, dried (Na2SO4), and concentrated. The obtained crude product was purified by SiO2-column chromatography (hexane/AcOEt = 80:1 – 50:1) to give the desired product (162 mg, 80%). Colorless oil; 1H NMR (300 MHz) delta 0.88 (3H, t, J = 7.2 Hz), 1.20-1.41 (4H, m), 1.58 (2H, quin, J = 7.2 Hz), 2.60 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 2.61 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 3.47 (3H, s), 3.81 (3H, s), 4.30 (1H, s); 13C NMR (75 MHz) delta 13.7, 22.2, 22.5, 31.0, 38.4, 52.5, 58.5, 86.6, 167.5, 203.9.; numax (neat) / cm-1 2955, 1750, 1726, 1438, 1402, 1272, 1203, 1119; HRMS (ESI) calcd for C10H18O4 (M+Na+) 225.1103, found 225.1109.
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Reference:
Article; Ashida, Yuichiro; Sato, Yuka; Honda, Atsushi; Nakatsuji, Hidefumi; Tanabe, Yoo; Synthesis; vol. 48; 23; (2016); p. 4072 – 4080;,
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