Potassium Phosphate, Tribasic → HCID 86699763, compound

Participants

Reaction Conditions

Reaction Steps

A solution of trifluoro-methanesulfonic acid (3-methoxy-5-morpholin-4-yl-2-nitro-phenyl)ester (15.0 g, 38.7 mmol), potassium phosphate (24.6 g, 116 mmol) and 2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (8.4 g, 50.3 mmol) in dimethylformamide (80 ml) is degassed and flushed with argon for 20 min. To the reaction mixture is added 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (2.9 g, 3.9 mmol) and the resulting mixture is stirred at 120° C. for 16 h. After completion of the reaction (monitored by TLC), the mixture is diluted with water (50 ml) and extracted with ethyl acetate (3×70 ml). The combined organic layers are washed water (50 ml), brine (50 ml), dried over anhydrous sodium sulfate and evaporated in vacuo to get the crude product, which is purified by flash column chromatography (silica gel, 5% acetone/hexane) to yield 4-(3-isopropenyl-5-methoxy-4-nitro-phenyl)-morpholine (5.6 g, 20.0 mmol, 52%).

Provenance & Evidence