A new synthetic route of tert-Butyl 4-cyanobenzylcarbamate

According to the analysis of related databases, 66389-80-8, the application of this compound in the production field has become more and more popular.

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 66389-80-8 as follows. SDS of cas: 66389-80-8

To a round-bottom flask equipped with a stir bar was added 18a-b (1.0 eq), hydroxylamine hydrochloride (2.0 eq), NaHCO3 (4.0 eq), and methanol (10mL/mmol). The reaction was refluxed and stirred in a pre-heated 75C oil-bath for 6h. After cooling to room temperature, the precipitate was filtered off and washed with methanol. The filtrate was concentrated in vacuo and further purified on a silica gel column. 4.2.4.5 tert-Butyl (E)-(4-(N?-hydroxycarbamimidoyl)benzyl)carbamate (19a) Yield: 65%. MP: 142-145C. 1H NMR (400MHz, DMSO-d6) delta 9.57 (s, 1H, -OH), 7.61 (d, J=8.1Hz, 2H, -ArH), 7.40 (t, J=6.1Hz, 1H, -NHCO-), 7.22 (d, J=8.1Hz, 2H, -ArH), 5.77 (s, 2H, -NH2), 4.13 (d, J=6.1Hz, 2H, -ArCH2-), 1.40 (s, 9H, -CH3)

According to the analysis of related databases, 66389-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Luo, Zonghua; Rosenberg, Adam J.; Liu, Hui; Han, Junbin; Tu, Zhude; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 796 – 808;,
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