1-Bromooctane → HCID 22155966, compound

Participants

Reaction Steps

To a solution of 0.3 g (1.42 mmoles) of the product from Example 33 in 2 ml of dry N,N-dimethylformamide was added 0.18 g (1.56 mmoles) of potassium t-butoxide with stirring and under nitrogen. After stirring for 20 minutes the reaction was cooled in an icebath and 0.33 g (1.70 mmoles) of 1-bromooctane was added. The mixture was stirred for 15 minutes and then warmed to room temperature and stirred for 18 hours. The mixture was partitioned between ether and water. The organics were combined, washed with sodium chloride solution, dried and concentrated. The crude product was converted to the hydrochloride salt by the addition of ethanolic hydrogen chloride. The solution was concentrated to dryness and the residue recrystallized from 2-propanol/ether to give the salt as colorless needles (0.25 g, 49%), mp 114°-116° C.

Provenance & Evidence