Electric Literature of 101335-11-9, A common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, molecular formula is C6H3ClFI, 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 a mixture of 8-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-azaspiro[4.5]decan-1 -one (mixtureof isomers) (329 mg, 1.11 mmol) and 2-chloro-4-fluoro-1-iodobenzene (340 mg, 1.33 mmol)in o-xylol (20 ml) was added under an argon atmosphere copper(l) iodide (42.1 mg, 221 pmol), N,N?-imethylethylenediamine (48 p1, 440 pmol) and potassium phosphate (469 mg,2.21 mmol) and the reaction was heated to 1400 for 24 h in a microwave reactor. Upon cooling, the reaction mixture was filtrated through a pad of celite the residue was washedwith ethyl acetate and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography (hexanes/ethyl acetate-gradient, 0% -> 10% ethyl acetate) to give the title compound (280 mg).[C-MS (Method 2): R = 1.75 mm; MS (ESIpos): m/z = 426 [M+H]+ 1H-NMR (400 MHz, DMSO-d6): 6 [ppm] = 7.55 (dd, 1H), 7.44-7.33 (m, 1H), 7.31-7.16 (m,1H), 4.06-3.97 (m, 1H), 3.94-3.85 (m, 1H), 2.12-1.98 (m, 1H), 1.92-1.76 (m, 1H), 1.71 -1 .36(m, 6H), 1.26-1.14(m, 1H), 0.98(d, 3H), 0.88-0.80(m, 9H), 0.01 (d, 6H)
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.