Benzyl Chloride → HCID 22160716, compound

Participants

Reaction Steps

205 g of bis-(1,2,2,6,6-pentamethyl-4-piperidinyl) malonate, prepared according to known methods, are heated with 12 g of sodium hydride in 500 ml of absolute toluene for 6 hours under reflux. After this time the evolution of hydrogen has ceased and virtually no particles of sodium hydride can be detected in the reaction mixture. The mixture is cooled to 50°, 63 g of benzyl chloride are added dropwise in about 30 minutes and the mixture is then stirred for 1 hour under reflux. It is then again cooled to about 50°, a further 12 g of sodium hydride are added and the mixture is heated under reflux until the evolution of hydrogen has completely ceased (about 6 hours). It is then again cooled to 50°, 63 g of benzyl chloride are added dropwise in about 30 minutes and the mixture is then stirred for 3 hours under reflux. The reaction solution is washed with three times 200 ml of water, dried over sodium sulphate and evaporated. Crystallisation of the residue from hexane gives bis-(1,2,2,6,6-pentamethyl-4-piperidinyl) dibenzylmalonate (compound 7) which has a melting point of 121°-122°.

Provenance & Evidence