Reaktion #2019612

Reaktionsgleichung

N-(4-hydroxyphenyl)glycine

1-piperonylpiperazine

1-hydroxybenzotriazole monohydrate

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

2-(4-hydroxyphenylamino)-1-(4-piperonylpiperazin-1-yl)ethanone

Lösungsmittel

Ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction solution was concentrated under reduced pressure
2. 2
   workup.ADDITIONTo the residue was added a saturated sodium bicarbonate solution (400 mL)
3. 3
   Extraktionextracted with ethyl acetate (400 mL)
4. 4
   WaschenThe ethyl acetate layer was washed with a saturated sodium bicarbonate solution and brine
5. 5
   TrocknenThe ethyl acetate layer was dried over anhydrous magnesium sulfate
6. 6
   Sonstigeevaporated
7. 7
   Sonstigeto leave the resulting product
8. 8
   Filtrationthe resulting product was filtered off
9. 9
   Waschenwashed with ethyl acetate

Vorschrift

To a solution of N-(4-hydroxyphenyl)glycine (11.38 g, 68.1 mmol) in N,N-dimethylformamide (DMF) (150 mL) were added under ice cooling 1-piperonylpiperazine (15.0 g, 68.1 mmol), 1-hydroxybenzotriazole monohydrate (10.43 g, 68.1 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (15.66 g, 81.7 mmol), and the resulting solution was stirred for 30 minutes under ice cooling and for 4.5 hours at room temperature. The reaction solution was concentrated under reduced pressure. To the residue was added a saturated sodium bicarbonate solution (400 mL), and extracted with ethyl acetate (400 mL). The ethyl acetate layer was washed with a saturated sodium bicarbonate solution and brine. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and evaporated, to leave the resulting product solidified in a powdered form. Ethyl acetate was added, and the resulting product was filtered off and washed with ethyl acetate, to thereby yield 18.58 g of the title compound.

Quelle