Réaction #505058

Équation de réaction

but-3-ynyl 4-methylbenzenesulfonate

piperazine

→

1-(but-3-ynyl)piperazine

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   Températureto reflux for 30 min
2. 2
   ConcentrationThe mixture was concentrated
3. 3
   workup.ADDITIONdiluted with NaOH 2 M (8 mL)
4. 4
   Extractionextracted with Et2O (50 mL)
5. 5
   AutreEvaporation of the organic layer
6. 6
   Autregave
7. 7
   ExtractionThe aqueous layer was further extracted with DCM (100 mL)

Mode opératoire

A solution of but-3-ynyl 4-methylbenzenesulfonate (2.0 mL) and piperazine (2.0 g) in EtOH (6 mL) was heated to reflux for 30 min. The mixture was concentrated, diluted with NaOH 2 M (8 mL) and extracted with Et2O (50 mL). Evaporation of the organic layer gave a 2:1 mixture of mono and bis-alkylated piperazine (450 mg) which was discarded. The aqueous layer was further extracted with DCM (100 mL) to give of 1-(but-3-ynyl)piperazine (640 mg).

Source