Potassium Phosphate, Tribasic → HCID 59627929, compound

Participants

Reaction Steps

A mixture of 4-benzyloxyindole (3.35 g, 15 mmol), 4-bromo-2-fluoro-1-[(phenylmethyl)oxy]benzene (4.22 g, 15 mmol) and potassium phosphate (6.68 g, 31.5 mmol) in toluene (25 mL) was degassed by bubbling argon through the solution for 3 minutes. Copper (I) iodide (143 mg, 0.75 mmol) and (1S,2S)-N,N′-dimethyl-1,2-cyclohexanediamine (426 mg, 0.479 ml, 3.0 mmol) were added and the mixture was refluxed under argon for 24 hrs. After cooling, the mixture was filtered through a plug of silica gel (elution with ethyl acetate) and concentrated. Chromatography (2 columns, elution with 0-50% ethyl acetate in hexane and then a gradient of diethyl ether in hexane) gave the title compound (D1) 2.32 g.

Provenance & Evidence