Reaktion #77971

Reaktionsgleichung

1-naphthol

DBU

→

1-methoxynaphthalene

Lösungsmittel

EtOAc

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was heated
2. 2
   TemperaturThe reaction was cooled to ambient temperature
3. 3
   SonstigeThe organic layer was separated
4. 4
   Waschenwashed in sequence with 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O
5. 5
   TrocknenThe organic layer was dried over Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated under vacuum

Vorschrift

To a solution of 1-naphthol (1.0 g, 6.94 mmol) in DMC (10 mL), DBU (1.06 g, 6.94 mmol) was added and the resulting mixture was heated to reflux (90° C.) for 16 hours. The reaction was cooled to ambient temperature and diluted with EtOAc (50 mL) and H2O (40 mL). The organic layer was separated and washed in sequence with 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O. The organic layer was dried over Na2SO4, filtered and concentrated under vacuum to give 1-methoxynaphthalene as an oil. The yield of 1-methoxynaphthalene as determined by HPLC was 99% conversion.

Quelle