In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25245-27-6 as follows. Computed Properties of C8H9IO2
In a dry two necked flask were introduced N-{2-[1-(3,5-dimethoxyphenyl)-cyclohexa-2,5-dienyl]-ethyl}-4-methyl-benzenesulfonamide 3b (66 mg, 0.168 mmol), silvercarbonate (93 mg, 0.336 mmol), triphenylphosphine (6.6 mg, 0.025 mmol), 3,5-dimethoxyiodobenzene4b (89 mg, 0.336), palladium acetate (1.9 mg, 0.008 mmol) and acetonitrile (8.5mL). The mixture was warmed to 85C and stirred for 20 hours. The mixture was filteredthrough celite, which was then washed with ethyl acetate. Evaporation of the solvents led to apaste, which was purified through silica gel chromatography (Petroleum ether/EtOAc 80:20),affording 5b as a viscous oil (48 mg, 52%). IR (film, KBr, numax, cm-1): 2937, 1594, 1458, 1425,1325, 1204, 1155, 1064, 839, 732. 1H NMR (300 MHz, CDCl3): deltaH 1.38-1.50 (1H, m,CHaHxCH2N), 1.72-1.84 (2H, m, CHaHxCH2N and CH cyclopropane), 2.21-2.26 (1H, m, CHcyclopropane), 2.41 (3H, s, CH3 tosyl), 2.91 (2H, qa, 3JHH 7.3 Hz, CH2N), 3.28 (1H, broad s, CHcyclopropane), 3.77 (12H, 2OCH3 x 2), 4.46 (1H, broad s, NH), 5.20 (1H, d, 3JHH 5.3 Hz, CHolefinic), 5.82-5.84 (1H, m, CH olefinic), 6.22 (2H, s, 2CH aromatic) 6.32 (4H, s, 2CH x 2aromatic), 7.25 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl), 7.63 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl). 13CNMR (75.5 MHz, CDCl3): deltaC 21.6 (CH3 tosyl), 37.1, 38.0 (2CH cyclopropane), 38.1 (C,aliphatic), 41.2, 41.3 (2CH2, CH2CH2N), 51.2 (CH allylic), 55.4, 55.5 (2OCH3 x 2), 98.2, 98.5(2CH aromatic), 105.9, 110.0 (2CH x 2 aromatic), 127.1, 129.8 (2CH x 2 tosyl), 131.6, 134.2(2CH olefinic), 137.0, 140.0, 143.4, 146.7 (4C aromatic), 160.5, 161.0 (2C x 2 aromatic).MS(ESI) m/z (%): 1121 (2M+Na, 22), 588 (M+K, 13), 572 (M+Na, 100). HRMS calcd for[M+Na]+ C31H35NNaO6S: 572.2083; found 572.2082 (0 ppm).
According to the analysis of related databases, 25245-27-6, the application of this compound in the production field has become more and more popular.
Reference:
Article; Lebeuf, Raphael; Robert, Frederic; Landais, Yannick; ARKIVOC; vol. 2014; 3; (2013); p. 6 – 17;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com