Reaktion #6611

Reaktionsgleichung

water

2-bromomethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene

ethyl 4-hydroxybenzoate

potassium carbonate

→

title compound

Ausbeute 50.8%

4-Carbethoxyphenyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylmethyl ether

Ausbeute 50.8%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted several times with ether
2. 2
   Waschenthe organic phase was washed with water
3. 3
   Trocknendried over Na2SO4
4. 4
   Einengenconcentrated
5. 5
   SonstigeRecrystallization from methanol

Vorschrift

10 g (36 mmol) of 2-bromomethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene, 6 g (36 mmol) of ethyl 4-hydroxybenzoate and 7.2 g (52 mmol) of anhydrous potassium carbonate in 60 ml of dimethylformamide were refluxed for 5.25 h. The mixture was then poured into water and extracted several times with ether, and the organic phase was washed with water, dried over Na2SO4 and concentrated. Recrystallization from methanol resulted in 6.7 g of the title compound of melting point 109°-11° C.

Quelle