Synthetic Route of 2265-92-1, 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. 2265-92-1, name is 1,4-Difluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
A stirred solution of 1 ,4-difluoro-2-iodobenzene (1 .74 g, 7.25 mmol) and 2-(1 – ethynylcyclopropoxy)tetrahydro-2H-pyran (prepared according to the procedure described in J. Am. Chem. Soc, 2009, 131, 9178-9179) (1 .326 g, 7.98 mmol) in diisopropylamine (35 ml) was flushed with argon for 5 min. To this were added bis(triphenylphosphine)palladium(ll) chloride (0.102 g, 0.145 mmol) and copper(l) iodide (0.028 g, 0.145 mmol) and stirring was continued at room temp for 2 hours. The reaction mixture was filtered over kieselguhr, the kieselguhr was washed with ether and the filtrate was concentrated. The residue was partitioned between ethyl acetate (50 ml) and water/sat. NH4CI (aq) (1/1 , 50 ml). After washing, the layers were separated, the organic layer was washed with sat. NaHC03 (50 ml), dried over sodium sulphate and concentrated. The crude product was purified over silica by flash column chromatography ([0% EtOAc in heptane] to [20% EtOAc in heptane]). 1 .89 g (94% of theory) of 2-(1 -((2,5-difluorophenyl)ethynyl)cyclopropoxy)tetrahydro-2H-pyran as a colourless oil was obtained. 1H NMR (CDCIs, 400MHz): 1 .10-1 .22(m,3H,3xCH), 1 .39-1 .43(m,1 H,CH), 1 .51-1 .66(m,4H,2xCH2), 1 .71 -1 .86(m,2H,CH2), 3.57-3.62(m,1 H,0-CH), 3.92-3.97(m,1 Eta,Omicron-CH), 5.12-5.14(m,1 Eta,Omicron-CH-O), 6.92- 7.03(m,2H,Ar-H), 7.05-7.09(m,1 H,Ar-H). MS [M-THP]+ 194
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Difluoro-2-iodobenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; STIERLI, Daniel; TITULAER, Ruud; RAJAN, Ramya; WO2014/147009; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com