Reaktion #84208

Reaktionsgleichung

2-methyl-2-butene

4-Methoxy-1-naphthaldehyde

sodium chlorite

sodium dihydrogen orthophosphate

→

4-methoxy-1-naphthoic acid

Ausbeute 55.0%

Lösungsmittel

t-butanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated in vacuo
2. 2
   Waschenthe residue was washed with a solution of 2MHCl (100 ml)
3. 3
   Filtrationthe solid was filtered
4. 4
   Waschenwashed with dichloromethane (100 ml) and water (100 ml)
5. 5
   Sonstigedried in vacuo
6. 6
   SonstigeThe solid was recrystallised from methanol

Vorschrift

4-Methoxy-1-naphthaldehyde (10 g, 53.72 mmol) was dissolved in t-butanol (75 ml) and 2-methyl-2-butene (35 ml) was added at room temperature. A solution of sodium chlorite (7.99 g, 70.63 mmol) and sodium dihydrogen orthophosphate (9.15 g, 76.27 mmol) in water (50 ml) was added dropwise. The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue was washed with a solution of 2MHCl (100 ml) and the solid was filtered and washed with dichloromethane (100 ml) and water (100 ml) and dried in vacuo. The solid was recrystallised from methanol to give 5.95 g (55%) of 4-methoxy-1-naphthoic acid as cream crystals.

Quelle