Reaktion #51038

Reaktionsgleichung

sodium

Sodium

benzyl alcohol

3,6-dichloropyridazine

benzyl alcohol

→

3-benzyloxy-6-chloro-pyridazine

Ausbeute 90.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONhad dissolved
2. 2
   SonstigeExcess benzyl alcohol was evaporated
3. 3
   Extraktionthe residue was extracted with EtOAc (3×100 mL)
4. 4
   ExtraktionThe EtOAc extract
5. 5
   Waschenwas washed with H2O
6. 6
   SonstigeThe EtOAc layer was collected
7. 7
   Sonstigedried
8. 8
   Filtrationfiltered
9. 9
   Sonstigethe filtrate was evaporated

Vorschrift

Sodium metal (130 mmol, 3.1 g) was added to benzyl alcohol (75 mL) and gently warmed to 50° C. for 30 minutes until all the sodium metal had dissolved. To this was added a solution of 3,6-dichloropyridazine (135 mmol) in benzyl alcohol (75 mL). The reaction was heated at 100° C. for 24 h. Excess benzyl alcohol was evaporated and the residue was extracted with EtOAc (3×100 mL). The EtOAc extract was washed with H2O. The EtOAc layer was collected, dried, filtered and the filtrate was evaporated to yield 3-benzyloxy-6-chloro-pyridazine (90%, 26.7 g); mp 77° C.-78° C.

Quelle