Hydrochloric Acid → HCID 17978856, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl magnesium bromide in ether is prepared by slowly adding a solution of ethyl bromide in ether to magnesium at slight reflux. When all the magnesium is dissolved, the solution is cooled to 0° C. and a solution of one equivalent of 2-(4-morpholinophenyl)2-trimethylsilyloxy-ethanenitrile (prepared according to step 1.1) is slowly added. The reaction mixture is kept at room temperature for two hours and subsequently heated to reflux for a further five hours. After cooling the reaction mixture is poured onto a mixture of 2M HCl and ice. The suspension is efficiently stirred at room temperature overnight. The organic layer is separated, the water phase extracted with dichloromethane and the combined organic extracts washed with brine and dried over magnesium sulfate. Evaporation of the solvent and chromatography on silica gel (hexane/ethyl acetate 4:1) gives 1-hydroxy-1-(4-morpholinophenyl)-butan-2-one.

Provenance & Evidence