Reacción #5645

Ecuación de reacción

2,4-dimethoxybenzaldehyde

potassium hydroxide

HCl

2-acetylfuran

→

1,5-Di(2-furyl)-3-(2,4-dimethoxyphenyl)-1,5-pentanedione

Disolventes

methanol

methanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting mixture was heated
2. 2
   Temperaturato reflux
3. 3
   Extracciónextracted with CH2Cl2
4. 4
   SecadoThe CH2Cl2 extracts were dried (Na2SO4)
5. 5
   Otrothe solvents removed at high vacuum
6. 6
   workup.WAITon standing overnight
7. 7
   Otroaffording 36.7 g of crude dione 3

Procedimiento

Following the general methods outlined by Weller and Luellen (see above), to a solution of 16.6 g (0.1 mole) of 2,4-dimethoxybenzaldehyde 1 and 20 ml (0.2 mole) of 2-acetylfuran 2 in 100 ml of methanol was added 5.5 g of potassium hydroxide previously dissolved in a small amount of methanol. The resulting mixture was heated to reflux and then stirred overnight at 55° C. The solution was then poured into water acidified with 1N HCl and extracted with CH2Cl2. The CH2Cl2 extracts were dried (Na2SO4) and the solvents removed at high vacuum. The resulting amber oil solidified on standing overnight affording 36.7 g of crude dione 3.

Fuente