Related Products of 874-89-5, A common heterocyclic compound, 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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.
General procedure: Intermediates 6a-g (shown below) were synthesized from 5a-g using the following general procedure (labeled as ?a? on FIG. 1). To a round-bottom flask equipped with a stir bar was added 5a-g (1.0 eq), hydroxylamine hydrochloride (2.0 eq), NaHCO3 (4.0 eq), and methanol (5.0 mL/mmol). The reaction was refluxed and stirred in a pre-heated 75 C. oil-bath for 6 h. The reaction mixture was cooled to room temperature, and the precipitate was filtered off and washed with methanol. The filtrate was concentrated in vacuo without further purification. Example 8 Synthesis of 41 (E)-N?-hydroxy-4-(hydroxymethyl)benzimidamide (6a) (0154) The synthesis follows the general procedure described in Example 7. Yield: 70%, MP: 217-219 C. 1H NMR (400 MHz, DMSO-d6) delta =7.88-7.78 (m, 4H), 5.93 (s, 2H).
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.
Reference:
Patent; Washington University; Tu, Zhude; Rosenberg, Adam; Liu, Hui; Han, Junbin; US2019/2450; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts