Reference of 13338-63-1, A common heterocyclic compound, 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, molecular formula is C11H13NO3, 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.
Method 1: Under a nitrogen atmosphere, in a glove box, Add 0.02 mmol of Pd2(dba)3·HCCl3 (tris(dibenzylideneacetone)dipalladium·chloroform), 0.04 mmol of tBuDavePhos. (2-di-tert-butylphosphonium-2-(N,N-dimethylamino)biphenyl) or 2-di-tert-butylphosphine-2′-(N,N-dimethylamino)-1,1′-biphenyl, 0.52 mmol of diphenylphosphine oxide, 1.5 equivalents of t-BuOK (potassium tert-butoxide), Adding to the Schlenk reaction tube in turn, then adding 0.4 mmol of 3,4,5-trimethoxybenzyl nitrile compound, vacuuming and backfilling with nitrogen; Under a nitrogen atmosphere, a solvent of 3 ml of 1,4-dioxane was added, and the reaction was continued at 120 C for 16 h. After the reaction is completed, it is cooled to room temperature and separated by column chromatography. The target product was obtained: 3,4,5-trimethoxybenzyldiphenylphosphine oxide in a yield of 96%.
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; Hunan University; Zhang Jishu; Qi Tafamingrenqingqiubugongkaixingming; (13 pag.)CN109438512; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts