Reference of 61881-19-4,Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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.
Perbenzoylated glucopyranoside (2.00 g, 2.85 mmol) was dissolved in CH2Cl2 (10 mL) followedby addition of 30% HBr/AcOH (1.33 mL). The reaction mixture was stirred for 3 h and thenpoured into ice water (100 mL). The aqueous phase was extracted with CH2Cl2 (2×50 mL). Thecombined organic phases were dried over MgSO4, filtered and concentrated. Without furtherpurification the off-white solid was dissolved in acetone (10 mL) and H2O (0.5 mL). Ag2CO3 (0.404 g, 1.46 mmol) wasadded and the reaction mixture was stirred for 2 h at 22 C. The suspension was filtered through a plug of celite andconcentrated to give the product in quantitative yield. Rf 0.36 (2:1 heptane/EtOAc).The residue was dissolved in CH2Cl2 (20 mL). The solution was cooled to 0 C followed by addition of PTFAICl (1.18 g,5.70 mmol) and Cs2CO3 (1.86 g, 5.70 mmol). The reaction was stirred at 0 C for 5 h. The reaction was filtered,concentrated and the crude was purified by flash chromatography (9:1 Tol/EtOAc) to give the product 9 as a whitepowder. Yield: 1.73 g (79% over two steps)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, its application will become more common.
Reference:
Article; Andersen, Mathias C.F.; Boos, Irene; Marcus, Susan E.; Kra?un, Stjepan K.; Rydahl, Maja Gro; Willats, William G.T.; Knox, J. Paul; Clausen, Mads H.; Carbohydrate Research; vol. 436; (2016); p. 36 – 40;,
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