Some common heterocyclic compound, 51632-29-2, name is 2-(3-Phenoxyphenyl)acetonitrile, molecular formula is C14H11NO, 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. COA of Formula: C14H11NO
N-Methyl-2-(3-phenoxyphenyl)ethan-1-amine (I-52). Nitrile reduction: A round bottom flask was charged with nitrile I-51 (211 mg, 1 mmol, 1 eq), EtOH (5 mL) and 37% w/w aqueous HCl (0.16 mL, 2 mmol, 2 eq). N2 is bubbled through the solution for 5 minutes and Pd/C 10 wt.% (52 mg, 50 mumol, 5 mol%) is added. The mixture is sparged with N2 and then with H2 and is kept under H2 atmosphere (balloon). After 50 hours the reaction is complete as judged by TLC. The mixture is filtered over a Whatman filter and the filtrate is concentrated under reduced pressure to afford the product, which was used without further purification (246 mg, 0.98 mmol, 98%). TLC: Rf = 0.05 (6% MeOH/DCM). Carbamoylation: The carbamate was prepared according to general procedure C using amine (246 mg, 0.98 mmol, 1 eq), methylchloroformate (115 muL, 1.48 mmol, 1.5 eq) and DiPEA (517 muL, 3.0 mmol, 3 eq). Column chromatography (5% -> 40% EtOAc/pentane) afforded the product (176 mg, 0.65 mmol, 66%). TLC: Rf = 0.3 (10% EtOAc/pentane). Carbamate reduction: The title compound was prepared according to the general procedure D using carbamate (170 mg, 0.62 mmol, 1 eq), LiAlH4 (2 M THF solution, 0.52 mL, 1.04 mmol, 1.6 eq) and was used without further purification (125 mg, 0.55 mmol, 88%). TLC: Rf = 0.1 (6% MeOH/DCM).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51632-29-2, its application will become more common.