As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15666-97-4 name is Octyl 2-cyanoacetate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 15666-97-4
Octyl cyanoacetate (154 mg, 0.780 mmol) was added to a solution of 18 (390 mg, 0.300 mmol) and piperidine (0.1 mL) in dry CHCl3 (80 mL) and then the solution was stirred for 24 h under N2 at 60 C. Water was added and the reaction mixture was extracted with CHCl3, the combined extracts were washed three times with water and then dried (MgSO4). The solvent was evaporated under reduced pressure and the crude product further purified through column chromatography (SiO2, n-hexane/CHCl3 = 3:2) to afford a dark powder (0.434 g, 87%). 1H NMR (CDCl3, 400 MHz) delta ppm: 8.20 (s, 2H), 7.71 (s, 2H), 7.58 (s, 2H), 7.36 (d, J = 3.6 Hz, 2H), 7.21 (s, 2H), 6.92 (d, J = 3.6 Hz, 2H), 4.29 (t, J = 6.8 Hz, 4H), 2.89~2.81 (m, 12H), 1.79~1.63 (m, 14H), 1.47~1.26 (m, 60H), 0.97~0.87 (m, 30H).13C NMR (100 MHz, CDCl3) delta ppm: 163.15, 146.11, 146.03, 141.89, 141.66, 140.90, 140.67, 139.18, 137.00, 136.74, 136.45, 133.68, 133.52, 132.98, 131.04, 127.88, 125.55, 123.58, 122.14, 116.03, 97.77, 66.59, 41.49, 34.31, 32.55, 31.79, 31.63, 31.59, 30.58, 30.09, 29.57, 29.19, 29.11, 28.94, 28.58, 30.09, 29.57, 29.19, 29.11, 28.94, 28.58, 25.82, 25.73, 23.04, 22.65, 22.59, 14.17, 14.10, 14.08, 10.91. MS (MALDI-TOF): calcd. for C98H132N2O4S8 [M]+, 1656.79; found 1656.76.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Octyl 2-cyanoacetate, and friends who are interested can also refer to it.
Reference:
Article; Yin, Ni; Wang, Lilei; Lin, Yi; Yi, Jinduo; Yan, Lingpeng; Dou, Junyan; Yang, Hai-Bo; Zhao, Xin; Ma, Chang-Qi; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1788 – 1797;,
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