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ChemicalBook CAS DataBase List N,N-DIISOPROPYL-4-METHOXYBENZAMIDE

N,N-DIISOPROPYL-4-METHOXYBENZAMIDE synthesis

10synthesis methods
-

Yield:79606-43-2 43%

Reaction Conditions:

with Wilkinson’s catalyst;1,3-bis-(diphenylphosphino)propane;water in tetrahydrofuran at 140; for 12 h;Inert atmosphere;Sealed tube;

Steps:

General procedure for amides synthesis

General procedure: Rh(PPh3)3Cl (2.5 mol%) and DPPP (0.04 mmol) were transferred into an oven-dried tube(15 mL), which was evacuated and backfilled with N2 (5x). THF(2 mL), H2O (1 mmol), aryl iodides (1.2 mmol), furfural (1 mmol)and amine (1.8 mmol) were added into the tube via syringe and sealed with Teflon plug. The reaction mixture was stirred at 140 °C for 12 h. After the reaction was complete, the mixture was concentrated by rotary evaporation. The crude product was purified by column chromatography (EA/PE = 1/20) on a silica gel to afford the desired product.

References:

Qi, Xinxin;Zhou, Rong;Ai, Han-Jun;Wu, Xiao-Feng [Journal of Catalysis,2020,vol. 381,p. 215 - 221]