Reaktion #365614

Reaktionsgleichung

2-Allyl-4-benzyloxy-phenol

NaOAc

→

acetic acid-2-allyl-4-benzyloxy-phenyl ester

Lösungsmittel

acetic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Sonstigethe reaction mixture was evaporated
3. 3
   Sonstigeto afford an oil which
4. 4
   Sonstigewas partitioned between EtOAc and H2O (100 ml)
5. 5
   Extraktionthe aqueous phase was extracted with EtOAc (100 ml)
6. 6
   Trocknenthe combined organic phases were dried with MgSO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigeevaporated

Vorschrift

2-Allyl-4-benzyloxy-phenol (2.87 g, 12 mmol) was taken up in acetic anhydride (40 ml) and NaOAc (150 mg, 1.8 mmol) was added and the mixture heated 18 hr at 80° C. After cooling, the reaction mixture was evaporated to afford an oil which was partitioned between EtOAc and H2O (100 ml) and the aqueous phase was extracted with EtOAc (100 ml) and the combined organic phases were dried with MgSO4, filtered and evaporated to afford acetic acid-2-allyl-4-benzyloxy-phenyl ester as a pale yellow oil (3.30 g, 11.7 mmol, 97%), MS: m/e=282.1 (M+).

Quelle