Potassium Carbonate → HCID 67073265, compound

Participants

Reaction Conditions

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (61 mg, 0.053 mmol) was added to a solution of intermediate (b), N-Boc-(R)-2-(3-Iodo-4-methoxybenzyl)morpholine (229 mg, 0.529 mmol), potassium carbonate (146 mg, 1.058 mmol), tetraethylammonium chloride (88 mg, 0.529 mmol) and tributyl(1-ethoxyvinyl)tin (0.179 mL, 0.529 mmol) in N,N-dimethyl formamide and heated to 90° C. for 18 h. The cooled reaction mixture was filtered and the liquors partitioned between ethyl acetate and water. The organic phase was separated and dried (Na2SO4) and concentrated to give the crude product which was purified by silica gel chromatography (silica: 10% ethyl acetate:dichloromethane) affording the crude material (a), N-Boc-(R)-2-(3-acetyl-4-methoxybenzyl)morpholine as a brown oil (248 mg) that was used without further purification.

Provenance & Evidence