Reaktion #707053

Reaktionsgleichung

Phosphorus oxychloride

1-methoxynaphthalene

sodium acetate

→

4-Methoxy-1-naphthaldehyde

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated on a water bath for a further 4 hours
2. 2
   Temperaturcooled
3. 3
   ExtraktionThe organic layer was extracted with dichloromethane (1 l)
4. 4
   Waschenwashed with dilute hydrochloric acid
5. 5
   TrocknenThe organic layer was dried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent removed

Vorschrift

Phosphorus oxychloride (315 g, 1.6 mole) was added dropwise over 4 hours to a stirred solution of 1-methoxynaphthalene (250 g) (2) in dried dimethylformamide (150 g). the reaction mixture was heated on a water bath for a further 4 hours, cooled, and poured onto ice (1 k) and 2M aqueous sodium acetate (1.5 l). The organic layer was extracted with dichloromethane (1 l) and washed with dilute hydrochloric acid and then with water. The organic layer was dried (MgSO4), filtered, and the solvent removed. 4-Methoxy-1-naphthaldehyde (3) was obtained as a pale yellow oil.

Quelle