Hydrochloric Acid → (1,4-diazepan-1-yl)(furan-2-yl)methanone

Participants

Reaction Steps

Homopiperazine (70 g) in 160 ml H2O was treated with hydrochloric acid (1 part conc. HCl and 1 part water) until the pH of the solution was 5.5. Furoyl chloride (79.5 g) and 25% NaOH was added simultaneously to maintain a pH between 4.5 and 5.5. Then 50% sodium hydroxide was added until the pH reached 9.5. The solution was extracted with chloroform, dried over potassium carbonate and distilled giving 63.24 g of product. bp 125°-130° C, 10.2mm.

Provenance & Evidence