These common heterocyclic compound, 452-68-6, name is 1-Fluoro-4-iodo-2-methylbenzene, 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. 452-68-6
To a dry 25 ml flask fitted with nitrogeninlet/outlet was addedK3PO4 (0.589 g), ethylene glycol (0.178 g), 2-fluoro-5-iodotoluene (0.368 g), copper(l) iodide (0.028 g) and Example28 (0.516 g). To this was added previously degassed anhydrous propan-2-ol (10ml). This was then subjected to a nitrogen/vacuum cycle. The reaction was then heated to reflux for 17.5 hours under a nitrogen atmosphere. After this time the reaction was filtered, and the liquors poured into water (50ml). This was then extracted with DCM (1 x 30 ml and 2 x 20ml), the organic layers combined and washed with 1 M ammonia solution (1 x 100 ml) then 1M ammonia solution (1 x 50ml) and water (1 x 50ml). The organics were dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was thencolumned over silica (30 g) using DCM/EtOAc as eluent. This afforded 0.140 g of the title compound.8H (DMSO-d6) 8.74(1H, s), 7.78-7. 75 (1H, d, J 9.7 Hz), 7.65- 7.61 (3H, m), 7.58-7. 51 (2H, m), 7.02-6. 96 (1H, t), 6.82-6. 79 (1H, m), 6.76- 6.72 (1 H, m), 6.53-6. 49 (1 H, d, J 9.7 Hz), 4.63-4. 60 (1 H, t), 3.89 (1 H, broad), 3.28-3. 21 (3H, m), 2.80-2. 78 (1H, m), 2.14 (3H, s), 1.71-1. 51 (4H, m). LCMS ES+ RT 3.29 min, 478.0 (M+H)+.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 452-68-6.
Reference:
Patent; CELLTECH R & D LIMITED; WO2004/113349; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com