Synthetic Route of 10485-09-3,Some common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, 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.
Preparation of 2-Ethylindene 2-Bromoindene (8.1235 g, 0.04211 moles) and Ni(dppp)Cl2 (0.1536 g, 2.83*10-4 moles) were stirred in diethylether (100 mL) at -78 C. under a nitrogen atmosphere as ethylMgBr (0.045 moles, 15.00 mL of 3.0 M solution in diethylether) was added. The dry-ice bath was then removed and the reaction mixture allowed to warm to room temperature. The reaction mixture started off as a heterogeneous brick-red color and then turned to a homogeneous yellow/gold solution and then back to the heterogeneous brick-red mixture during the course of the warm-up. Gas chromatographic analysis after 2 hours of stirring at room temperature showed that the reaction was substantially quantitative. After the reaction period the mixture was poured onto ice and then extracted with 1 M HCL (1*100 mL) and 1 M NaHCO3 (1*100 mL) and then dried with MgSO4 and filtered. The desired product was isolated as a light yellow oil (5.65 g, 93.1 percent). 1 H NMR (300 MHz, CDCl3, TMS): delta1.31 (t, 3 JHH =7.4 Hz, 3H), 2.59 (q, 3 JHH =7.4 Hz, 2H), 3.39 (s, 2H), 6.59 (s, 1H), 7.16-7.38 (m, 3H), 7.46 (d, 3 JHH =7.4 Hz, 1H). 13 C NMR (75 MHz, CDCl3): delta13.65, 24.63, 41.23, 119.96, 123.47, 123.60, 125.25, 126.29, 143.12, 145.76, 152.47. GC-MS: Calculated for C11 H12 144.22, found 144.10.
The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; The Dow Chemical Company; US6015868; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary