Electric Literature of 5458-84-4, These common heterocyclic compound, 5458-84-4, name is 1-Iodo-2-methoxy-4-nitrobenzene, 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.
A mixture of 1-iodo-2-methoxy-4-nitrobenzene (2.0 g, 7.16 mmol), methyl acrylate (2.0 mL, 22.2 mmol), Pd(OAc)2 (100 mg) and PPh3 (200 mg) in DMF (20 mL) was purged with argon and heated to 70 C overnight. TLC showed that the starting material was consumed completely and a new spot had formed. The reaction mixture was diluted with ethyl acetate and the catalyst was removed by filtration. The organic layer was washed with brine, dried over Na2504 and concentrated under reduced pressure. The residue was purified by silica gel column (petroleum ether 100%) to give methyl (E)-3-(2-methoxy-4-nitrophenyl)acrylate as a yellow solid (500 mg, 31%).?H NMR (400 MHz, CDC13): 7.96 (d, J = 16.0 Hz, 1H), 7.84 (dd, J = 8.4 Hz, 2.0 Hz, 1H), 7.77 (d, J = 2.0 Hz, 1H), 7.63 (d, J = 8.4 Hz, 1H), 6.63 (d, J = 16.4 Hz,1H), 4.00 (s, 3H), 3.83 (s, 3H).
The synthetic route of 5458-84-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVOGEN LIMITED; EIFFE, Eleanor; HEATON, Andrew; GUNNING, Peter; TREUTLEIN, Herbert; ZENG, Jun; JAMES, Ian; DIXON, Ian; (172 pag.)WO2016/187667; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com