Water → 1-Acetyl-4-[4-(3-hydroxypropyloxy)phenyl]piperazine

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-acetyl-4-(4-hydroxyphenyl)piperazine (3.00 g) in N,N-dimethylformamide was treated with 3-bromo-1-propanol (1.60 ml) and potassium carbonate (2.82 g), and the mixture was heated at 60° C. for 8 hours. Then 3-bromo-1-propanol (1.60 ml) was added again, and the mixture was heated at 110° C. for 6 hours. After cooling, water and methylene chloride were added to the reaction mixture, and the organic layer was taken and dried over magnesium sulfate. Magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel chromatography eluting with a mixed solvent of methylene chloride-methanol (from 0% to 6% gradient elution) to give 1-acetyl-4-[4-(3-hydroxypropyloxy)phenyl]piperazine (3.53 g) as a pale pink solid.

Provenance & Evidence