Benzoyl Peroxide → HCID 20026476, compound

Participants

Reaction Steps

2.26 g (12.7 mmol) of NBS and 3 mg of dibenzoyl peroxide were added to a solution of 2.73 g (12.5 mmol) of 4-(4-chlorophenyl)-2,5-dimethylpyrimidine in 48 ml of CCl4, and the mixture was refluxed for 5 minutes with stirring and irradiation (cf. Example 25). The NBS had then been converted into succinimide. This was filtered off at room temperature through a filtration aid and washed with CCl4, and the filtrate was evaporated in vacuo. The residue was dissolved in about 60 ml of diisopropyl ether/n-pentane 1:1, the slightly turbid solution was clarified using kieselguhr and again filtered under suction, and the clear filtrate was evaporated in an oil-pump vacuum to constant weight. According to the 1H NMR spectrum, the residue (3.4 g) comprised 69.5% purity 5-bromomethyl-4-(4-chlorophenyl)-2-methylpyrimidine (=63.5% yield). This bromomethyl compound was used in this form for the reaction with 1-(4-hydroxyphenyl)piperazine (cf. Example 23, No. 5.19).

Provenance & Evidence