Reaction #545889

Reaction equation

potassium hydroxide

5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol

ethanol

→

title product

Yield 46.4%

4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthoxy)ethoxy]benzaldehyde

Yield 46.4%

Conditions

Workup

1. 1
   TemperatureThen the mixture is heated
2. 2
   Temperatureto reflux for 8 hours
3. 3
   Filtrationthe precipitate is collected by filtration
4. 4
   Washwashed with water
5. 5
   Otherdried under vacuum

Procedure

To a solution of potassium hydroxide (0.67 g, 9.80 mmol) in ethanol (30 ml) is added 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol (2.00 g, 9.80 mmol) and 4-(2-bromoethoxy)benzaldehy (2.25 g, 9.80 mmol). Then the mixture is heated to reflux for 8 hours. After cooled to −5° C., the precipitate is collected by filtration, washed with water, and dried under vacuum to give the title product (1.60 g, 46.4%).

Source