In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-iodo-4-methoxybenzene
GP-1 carried out, to an oven dried Schlenk tube under nitrogen atmosphere, were added allyl alcohol 6a (100 mg, 0.61 mmol), arylhalide 5b (228 mg, 0.73 mmol), Pd(OAc)2 (4.1 mg, 3 mol%), triethylamine (123 mg, 1.22 mmol) followed by dry acetonitrile (1 mL). The resulted reaction mixture was stirred for 24 h at 80 C. The reaction mixture was quenched with the aqueous NH4Cl solution and extracted with ethyl acetate (3 × 20 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue on a silica gel column chromatography (petroleum ether/ethyl acetate 92:8 to 85:15) eluent furnished the ketone 7ba (153 mg, 72%) as product. [TLC control Rf(6a)=0.50, Rf(7ba)=0.6, Rf(5b)=0.9 (petroleum ether/ethyl acetate 8:2, UV detection)]. IR (MIR-ATR, 4000-600 cm-1): nmax=3001, 2924, 2852, 1683, 1581, 1467, 1429, 1358, 1243, 1164, 1126, 1042, 1018, 872, 800, 772 cm-1. 1H NMR (CDCl3, 400 MHz): delta=7.55 (d, 1H, J=8.0 Hz, ArH), 7.50 (d, 1H, J=2.6 Hz, Ar-H), 7.42 (d, 1H, J=8.7 Hz, Ar-H), 7.35 (dd, 1H, J=8.0 and 8.0 Hz, ArH), 7.09 (dd, 1H, J=8.0 and 2.6 Hz, ArH), 6.85 (d, 1H, J=3.0 Hz, ArH), 6.64 (dd, 1H, J=8.7 and 3.0 Hz, ArH), 3.28 (t, 2H, J=8.0 Hz, ArCOCH2), 3.12 (t, 2H, J=8.0 Hz, ArCOCH2CH2) ppm. 13C NMR (CDCl3, 100 MHz): delta=198.8 (s, ArCO), 159.8 (s, ArC), 159.1 (s, ArC), 141.5 (s, ArC), 138.1 (s, ArC), 133.4 (d, ArCH), 129.6 (d, ArCH), 120.7 (d, ArCH), 119.7 (d, ArCH), 116.3 (d, ArCH), 114.7 (s, ArC), 113.7 (d, ArCH), 112.3 (d, ArCH), 55.5 (s, 2C, 2 × ArOCH3), 38.7 (t, ArCOCH2), 31.4 (t, ArCOCH2) ppm. HR-MS (APCI+) m/z calculated for [C17H18BrO3]+=[M+H]+: 349.0434; found: 349.0418.
The synthetic route of 4897-68-1 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Suchand; Krishna; Venkat Ramulu; Dibyendu; Gopi Krishna Reddy; Mahendar; Satyanarayana; Tetrahedron Letters; vol. 53; 30; (2012); p. 3861 – 3864;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com