Electric Literature of 19099-54-8, A common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, its 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.
To a solution of Pd(PPh3)2Cl2 (0.049 g, 0.079 mmol), 2-iodoisopropylbenzene (0.29 g, 1.2 mmol) in DMF (3 mL) was added 5 (0.14 g, 0.79 mmol), and triethylamine (0.33 mL, 2.4 mmol). The mixture was purged for 15 min with argon and added CuI (0.051 g, 0.27 mmol). The reaction mixture was heated overnight at 80 0C and cooled to room temperature. The resulting mixture was concentrated and purified by silica gel chromatography (hexanes/EtOAc 100:0 to 70:30 gradient) to afford the title compound as orange oil (0.089 g, 38%).[0151] 1H NMR (500 MHz, DMSO-J6): delta 1.32 (d, J = 6.9 Hz, 6H), 3.54 (qn, J = 6.9 Hz, IH), 6.69-6.70 (m, IH), 7.34 (dd, J = 7.6, 1.3 Hz, IH), 7.46 (d, J = 7.8 Hz, IH), 7.52 (dd, J = 8.0, 6.8 Hz, IH), 7.70 (d, J= 6.9 Hz, IH), 7.74-7.75 (m, IH), 12.59 (br s, IH)[0152] MS (ES+): m/z 296 (M+H)+
The synthetic route of 19099-54-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com