Application of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 stirred solution of sodium borohydride (1 .1 g, 14.7 mmol, 2 equiv) in ethanol (20 mL) was added methyl 5-bromo-2-iodobenzoate in THF (10 mL) at 5C. The reaction mixture was warmed to room temperature and stirred for 18 h under nitrogen atmosphere. Additional quantity of sodium borohydride (0.84 g, 22 mmol, 1 .5 equiv) was added and the mixture was stirred for 22 h. The reaction mixture was cooled to 0C, treated with 10 mL of 15% citric acid slowly. The reaction mixture was extracted with DCM (2 x 75 mL). The organic layer was washed with 15% of aq. NaCI (100 mL), and then dried over sodium sulphate and evaporated to obtain (5-bromo-2-iodophenyl)methanol (4.5 g, 100%) as white solid. NMR (400 MHz, CDCI3) delta ppm 1 .83 – 1 .88 (m, 1 H), 4.63 (s, 2H), 7.12 (dd, J=2.8, 8.4 Hz, 1 H), 7.62- 7.66 (m, 2H).
The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com