Reaction #1144435

Reaction equation

5-ethyluracil

potassium carbonate

→

1-butyl-5-ethyluracil

Yield 69.0%

Solvents

dimethylformamide

Conditions

Workup

1. 1
   ConcentrationThe reaction mixture was concentrated under reduced pressure
2. 2
   Concentrationthe organic layer was concentrated under reduced pressure
3. 3
   Washeluted with 30% ethyl acetate/hexane

Procedure

To a solution of 5.6 g (40 mmol) of 5-ethyluracil in 60 ml of dimethylformamide, 5.5 g (40 mmol) of potassium carbonate and 2.3 ml (20 mmol) of n-iodobutane were added and stirred for 2 hours at 120° C. The reaction mixture was concentrated under reduced pressure and distributed between dichloromethane and aqueous solution of ammonium chloride, and the organic layer was concentrated under reduced pressure. The residue was adsorbed on a silica gel column and eluted with 30% ethyl acetate/hexane to obtain 2.7 g of 1-butyl-5-ethyluracil (Yield: 69%).

Source