Reaction #40948

Reaction equation

water

3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione

K2CO3

3-bromo-1,1dimethoxy-propane

→

title compound

Yield 91.8%

3-Benzoyl-1-(3,3-dimethoxy-propyl)-5-iodo-1H-pyrimidine-2,4-dione

Yield 91.8%

Solvents

DMF

Conditions

Workup

1. 1
   Otherthe reaction at room temperature for 48 h
2. 2
   Extractionthe product extracted with diethylether
3. 3
   DryingThe organic phase was dried (Na2SO4)
4. 4
   Otherevaporated
5. 5
   OtherThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (35-65)

Procedure

3-Benzoyl-5-iodo-1H-pyrimidine-2,4-dione (Prep 36, 2.1 g, 6.13 mmol), K2CO3 (846 mg, 6.13 mmol) and 3-bromo-1,1dimethoxy-propane (1 mL, 7.4 mmol) were dissolved in dry DMF under Nitrogen (8 mL). After stirring the reaction at room temperature for 48 h, water was added and the product extracted with diethylether. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (35-65) to give 2.5 g of the title compound (91% yield).

Source