Synthetic Route of 930-62-1,Some common heterocyclic compound, 930-62-1, name is 2,4-Dimethylimidazole, molecular formula is C5H8N2, 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.
A solution of 2,4-dimethylimidazole (8-40 g; 87.38 mmol) in dry DMF (250 mL) was treated with potassium tert-butoxide (9.806 g; 87.38 mmol). The mixture was stirred at ambient temperature until homogenous. tert-Butyl bromoacetate (15.29 mL; 104.9 mmol) was added dropwise. The solution was stirred for 15 min, then diluted with isopropyl acetate (400 mL) and washed with pH7 phosphate buffer (3¡Á250 mL). The organic was dried over MgSO4, filtered and evaporated to an oil. The crude product (consisting of the two title compounds) was chromatographed over silica gel (0% to 10% MeOH/CH2Cl2; linear gradient). All fractions containing the two products were combined. The residue was rechromatographed on Chiralcel OD stationary phase (Daicel Chemical Industries Ltd., Chiralcel Technologies Inc.; 10% ethanol/heptane; lambda=220 nM). The more mobile 2,5 isomer and less mobile 2,4 isomer were obtained.500 MHz 1H NMR (CDCl3): (2,4 isomer) delta 6.49 (s, 1H), 4.39 (s, 2H), 2.24 (s, 3H), 2.17 (s, 3H), 1.42 (s, 9H); (2,5 isomer) delta 6.67 (s, 1H), 4.41 (s, 2H), 2.35 (s, 3H), 2.15 (s, 3H), 1.48 (s, 9H).
The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Adams, Alan D.; Santini, Conrad; US2009/30012; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem