Synthetic Route of 501-00-8,Some common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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.
Example 1 : Preparation of methyl 3-(3-bromo-5-fluorophenyl)-4-cyano-4-(3-fluoro- phenyl)butyrate [1-316]; At -78C and under argon, 248 mg of (3-fluorophenyl)acetonitrile were added dropwise to a solution of 238 mg of potassium tert-butoxide in 2 ml of THF, and a solution of 500 mg of methyl 3-(3-bromo-5-fluorophenyl)acrylate in 1 ml of THF was then added. After 1 h of stirring at -78C, 5 ml of CH2CI2 were added. After washing with 2N HCI, sat. NaHCO-3 solution and sat. NaCI solution, drying of the organic phase and removal of the solvent under reduced pressure, the residue was purified by preparative HPLC.This gave 215 mg of the title compound (erythro:threo ratio 1.9:1 ).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Fluorophenyl)acetonitrile, its application will become more common.
Reference:
Patent; BASF SE; VESCOVI, Andrea; REINHARD, Robert; SIEVERNICH, Bernd; ZAGAR, Cyrill; KIBLER, Elmar; NIGGEWEG, Ricarda; KUeHN, Toralf; WITSCHEL, Matthias; MOBERG, William Karl; PARRA RAPADO, Liliana; QU, Tao; STELZER, Frank; KLOET, Andree van der; SEITZ, Thomas; EHRHARDT, Thomas; KREUZ, Klaus; GROssMANN, Klaus; MICHROWSKA-PIANOWSKA, Anna Aleksandra; SIMON, Anja; EVANS, Richard Roger; HUPE, Eike; REINHARD, Klaus; BERGTOLD, Matthias; KOLLE, Susanne Noreen Evelyn; TRESCH, Stefan; SONG, Dschun; MAJOR, Julia; HUTZLER, Johannes; NEWTON, Trevor William; WO2011/98417; (2011); A1;,
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