Reference of 123278-03-5, These common heterocyclic compound, 123278-03-5, name is 3-Chloro-2-iodobenzoic acid, 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.
Step B: Preparation of Ethyl 2-(3-chloro-2-iodophcnyl)acetate; [0923] 3-Chloro-2-iodobenzoic acid (8.83 g, 31 .3 mmol) was stirred in thionyl chloride (125 mL) at reflux for 2 hours. The mixture was cooled to room temperature, the thionyl chloride was removed under vacuum, and the residue was azeotroped once with toluene to give the acid chloride as a dark red solid. Trimethylsilyldiazomethane (2.0M in EtzO, 124 mmol) was added to the acid chloride, and the mixture was stirred for 5 hours at room temperature. Excess reagent was destroyed by the addition of AcOH (until bubbling stopped), and the mixture was partitioned between EtOAc and saturated NaI 1CU3. The layers were separated, and the organic layer was washed with water once, brine once, dried over anhydrous MgSO4 and concentrated in vacuo. ‘I his material was dissolved in absolute EtOH (250 m L) and silver (1) oxide (catalytic amount) was added. The mixture was heated at 8O0C for 30 minutes, cooled to room temperature, and filtered through cclite. The filtrate was concentrated and purified by flash chromatography to give 7.89 g of ethyl 2-(3-chloro-2- iodophenyl)acetate as an orange oil.
The synthetic route of 123278-03-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com