Reference of 18698-96-9,Some common heterocyclic compound, 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, molecular formula is C8H7IO2, 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 1: (N,N)-Diisopropyl 2-iodophenylacetamide To a solution of 2-iodophenylacetic acid (11.0 g, 42.0 mmol, commercially available) in dichloromethane (85 mL) was added oxalyl chloride (7.11 mL, 84 mmol) followed by 2 drops of dimethyl formamide. The solution as stirred at room temperature for 2 h and the solvents were removed in vacuo. The residue was taken up in dichloromethane (100 mL) and cooled at 0° C. Diisopropylamine (17.6 mL, 126 mmol) was then added and the solution as warmed to room temperature. The solvents were removed in vacuum. The residue was partitioned between ethyl acetate and water and extracted with ethyl acetate. The combined organic layers were washed with hydrogen chloride (1N), brine, dried and concentrated to give 14.3 g of (N,N)-Diisopropyl 2-iodophenylacetamide (White solid, 99percent). C14H20INO, MW: 345.23; LCMS (method A) RT 1.90 min; Mass 346 (100percent, MH+), 268 (10percent, MNa+); IR: 2965, 1634, 1438, 1369, 1337 cm-1; 1H NMR (400 MHz, CDCl3) delta 7.84 (d, 1H), 7.22-7.35 (m, 3H), 6.84-6.97 (m, 1H), 3.91 (m, 1H), 3.76 (s, 2H), 3.43 (m, 1H), 1.46 (d, 3H), 1.15 (d, 6H) ppm.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Iodophenyl)acetic acid, its application will become more common.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; Lachia, Mathilde Denise; De Mesmaeker, Alain; Wolf, Hanno Christian; Jung, Pierre Joseph Marcel; US2013/303375; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com