698-70-4, A common heterocyclic compound, 698-70-4, name is 4-Iodo-N,N-dimethylaniline, molecular formula is C8H10IN, 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.
To the solution of 4-iodo-N,N-dimethylaniline2 (1.235 g, 5 mmol) in THF (15 mL), 2-methyl-3-butyn-2-ol (0.6 mL, 6 mmol) and diisopropylamine (2.1 mL, 15 mmol) was added. After stirring the solution under argon at 70 C for 20 min, copper(I) iodide (100 mg, 0.5 mmol) and triphenylphosphine (144 mg, 0.6 mmol) were added. After both reagents have dissolved, palladium(II) acetate (8 mg, 0.035 mmol) was added and stirring was continued for 5 h. Upon cooling, the reaction mixture was filtered and the filtrate was extracted by CH2Cl2. The organic layer was washed with water, dried with sodium sulphate, filtered, and concentrated by rotary evaporation. The crude product was purified by radial chromatography (silica gel, EtOAc/PE = 1/10) to give 4-[4-(dimethylamino)phenyl]-2-methylbut-3-yn-2-ol3 (586 mg, 57%) as yellow crystals: mp 83.0 – 86.5 C. 1H NMR (300 MHz, CDCl3 ) delta (ppm) 1.53 (s, 1H), 1.6 (s, 6H); 2.9 (s, 6H); 6.6 (d, 2H); 7.3 (d, 2H). IR [cm-1] 3329, 2979, 2931, 2222, 1609, 1518.
The synthetic route of 698-70-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Rejc, Luka; Fabris, Jan; Adrovi?, Armin; Kasuni?, Marta; Petri?, Andrej; Tetrahedron Letters; vol. 55; 6; (2014); p. 1218 – 1221;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com