Nitrogen → HCID 67392089, compound

Participants

Reaction Conditions

Reaction Steps

100 ml abs. tetrahydrofurane (THF) are cooled to 0° C. in an inert gas atmosphere (N2) and mixed with 2.00 g (10.9 mmol) of 4,4′-dimethyl-2,2′-bipyridine. After stirring for 15 min at 0° C. 5.45 ml (10.9 mmol) of a 2 M solution of lithium diisopropylamide (LDA) are added to the THF which is then reacted for 2 hr with cooling. The reaction solution is added dropwise over a period of 30 min to a solution of 3.30 g (11.0 mmol) of 1.10 dibromodecane in 30 ml abs. THF at 0° C. The brownish clear solution is stirred for a further 2 hr at 0° C. and for 16 hr at RT before being quenched with 10 ml H2O. The suspension is then concentrated under a reduced pressure almost until dry. The aqueous residue is taken up in 25 ml of water, and 25 ml brine is added and the mixture extracted three times with 75 ml CHCl3 each. The organic phases are dried over Na2SO4, filtered and concentrated until dry under a reduced pressure. Purifying of the product mixture is achieved on silica gel with ethyl acetate (EtOAc). The product A is obtained in the form of a beige crystalline powder.

Provenance & Evidence