Reference of 1128-00-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1128-00-3, name is Ethyl 2-aminocyclohex-1-enecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.
General procedure: 4-Pentynoic acid (15) (1.00 g, 10.19 mmol) in DCM (20 ml) under argon atmosphere at rt was treated with DMF (39 ll,0.51 mmol) and oxalyl chloride (2.22 ml, 25.48 mmol). The mixture was stirred for 40 min and the volatiles were evaporated. The residue was dissolved in DCM (3 ml) and the obtained solution was added to a mixture of ethyl 2-aminocyclohex-1-ene-1-carboxylate(0.10 g, 0.59 mmol) and DIPEA (1.76 ml, 10.2 mmol) in DCM (15 ml) at 5 C to 2 C under argon atmosphere. The mixture was stirred for 1 h at 0 C and warmed to rt. The mixture was diluted with DCM, washed with saturated NH4Cl, brine, and dried over Na2SO4. The solvent was evaporated and the residue was chromatographed on silica gel (EtOAc in petroleum ether, 1:20 to1:10) to afford a white solid. Recrystallization from n-heptane gave the product 18 (1.20 g). The filtrate after crystallization was concentrated and the residue was chromatographed on Biotage (EtOAcin petroleum ether, 2-20%) to give the product (0.25 g); the combined yield was 1.45 g, 57%. 1H NMR (300 MHz, CDCl3) d: 11.66(s, 1H), 4.18 (q, J = 7.1 Hz, 2H), 3.03-2.92 (m, 2H), 2.65-2.49 (m,4H), 2.36-2.25 (m, 2H), 1.97 (t, J = 2.3 Hz, 1H), 1.70-1.54 (m, 4H),1.30 (t, J = 7.1 Hz, 3H). 13C NMR (75 MHz, CDCl3) d: 170.1, 169.6,152.1, 104.9, 82.8, 69.2, 60.4, 37.2, 28.7, 24.3, 22.0, 21.8, 14.6,14.4. LCMS (ESI) m/z 250.18 [M+H]+.
The chemical industry reduces the impact on the environment during synthesis Ethyl 2-aminocyclohex-1-enecarboxylate. I believe this compound will play a more active role in future production and life.
Reference:
Article; Bobileva, Olga; Ikaunieks, Martins; Duburs, Gunars; Mandrika, Ilona; Petrovska, Ramona; Klovins, Janis; Loza, Einars; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4314 – 4329;,
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