Reaction #64701

Reaction equation

Meldrum's acid

veratraldehyde

ethyl acetate

formic acid

→

3-(3,4-dimethoxyphenyl)propionic acid

Solvents

triethylamine

Conditions

Workup

1. 1
   Otherprepared
2. 2
   Temperaturewas heated to its boiling point during 1 hour
3. 3
   Temperaturerefluxed for 6 hours
4. 4
   workup.DISTILLATIONAfter distilling off the ethyl acetate under reduced pressure
5. 5
   workup.ADDITION100 ml of water were added

Procedure

A reaction mixture containing 14.4 g (0.1 mol) of Meldrum's acid, 16.6 g (0.1 mol) of veratraldehyde, 100 ml of ethyl acetate and 25 ml of the mixture of formic acid and triethylamine prepared as described in Example 1 was heated to its boiling point during 1 hour and then refluxed for 6 hours. After distilling off the ethyl acetate under reduced pressure, the distillation residue was cooled to room temperature, 100 ml of water were added and the pH value of the mixture was adjusted to 1 with concentrated hydrochloric acid, then the method described in Example 1 was followed.

Source