Reaction #93486

Reaction equation

5-(5-chlorovaleryl)-2-benzyloxy-benzamide

1-phenylpiperazine

sodium carbonate

dimethyl sulfoxide

→

5-[5-(4-phenyl-1-piperazinyl)valeryl]-2-benzyloxy-benzamide

Yield 84.3%

Solvents

water

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with ethyl acetate
2. 2
   WashThe extract was washed with water saturated with sodium chloride
3. 3
   Dryingdried over anhydrous sodium sulfate
4. 4
   Concentrationconcentrated
5. 5
   workup.DISSOLUTIONThe thus produced residue was dissolved in acetone
6. 6
   workup.ADDITIONconcentrated hydrochloric acid in an amount of 2 equivalents was added
7. 7
   Otherto produce crystals
8. 8
   FiltrationThe crystals were filtered off

Procedure

A mixture of 2 g of 5-(5-chlorovaleryl)-2-benzyloxy-benzamide, 1 g of 1-phenylpiperazine, 0.6 g of sodium carbonate and 10 ml of dimethyl sulfoxide was heated at 90° C. for 6 hours while stirring. After the reaction was finished, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water saturated with sodium chloride, dried over anhydrous sodium sulfate and concentrated. The thus produced residue was dissolved in acetone and concentrated hydrochloric acid in an amount of 2 equivalents was added thereto to produce crystals. The crystals were filtered off to obtain 2.3 g of 5-[5-(4-phenyl-1-piperazinyl)valeryl]-2-benzyloxy-benzamide (yield: 73%).

Source