Related Products of 928-50-7,Some common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, 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.
In an oven-dried two-neck round-bottom flask equipped with a condenser and a magnetic stirrer were successively added oxime1b(193 mg, 0.92 mmol), xanthate20(75 mg, 0.46 mmol) and the desired chloroolefin21b(202 mg, 1.93 mmol) in benzene (5 mL). Argon was then bubbled directly into the flask for 30 min. (Bu3Sn)2(0.3 mL, 0.58 mmol) was then injected and the flask was heated to 60C. After 5min., DTBHN was added. After total consumption of the starting material, the resulting mixture was concentrated in vacuo and purified by silica gel chromatography (Petroleum ether/EtOAc 90-10->80:20) to afford the desired product22bas a yellow oil (63 mg, 52%).Rf = 0.32 (Petroleum ether/EtOAc90:10)IR (neat, NaCl)nmax(cm-1) 2953, 2247, 1453, 1378, 1248, 1144, 1089, 1004, 837.1H-NMR (300 MHz, CDCl3)delta(ppm) 7.23 (d,J= 7.5 Hz, 1 H), 5.04(s, 2 H), 3.63 (t,J= 8.3 Hz, 2 H), 3.50 (t,J= 6.4 Hz, 2 H), 2.47-2.27 (m, 3 H), 1.87-1.49 (m, 6 H), 0.90 (t,J= 8.3 Hz, 2 H), -0.02(s, 9 H).13C-NMR (75 MHz, CDCl3)delta(ppm) 152.6, 119.0, 96.7, 66.0, 44.9, 38.6, 29.6, 29.5, 28.1, 17.9, 14.9, -1.5.HRMS (ESI) calcd for C14H27ClN2O2SiNa [M+Na+]:341.1422,found:341.1431.
The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Landais, Yannick; Robert, Frederic; Godineau, Edouard; Huet, Laurent; Likhite, Nachiket; Tetrahedron; vol. 69; 47; (2013); p. 10073 – 10080;,
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