Hexane → HCID 22462434, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1,1,1,3,3,3-hexamethyldisilazane (2.6 ml, 12.5 mmol) in toluene (100 ml) is mixed at 0° C. with 1.6 M of n-BuLi in hexane (7.5 ml, 12.0 mmol) and stirred for 15 minutes at 0° C. 7-Bromo-1,2,3,5-tetrahydrocyclopenta[c]quinolin-4-one (1.34 g, 5.0 mmol), morpholine (0.65 ml, 7.5 mmol), palladium dichloride (44 mg, 0.25 mmol) and tri-o-tolylphosphine (152 mg, 0.5 mmol) are added to it. The batch is refluxed for 5 hours, diluted with ethyl acetate, washed with saturated NaCl, dried (Na2SO4) and concentrated by evaporation in a vacuum. Purification of the residue on silica gel with dichloromethane-ethanol yields 1.17 g of product.

Provenance & Evidence