Reacción #1144438

Ecuación de reacción

1-(ethoxymethyl)-5-iodouracil

ethyl acrylate

triethylamine

→

5-(2-(E)-carboethoxyvinyl)-1-(ethoxymethyl)uracil

Rendimiento 74.4%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   OtroAfter the solvent was evaporated under reduced pressure
3. 3
   Lavadoeluted with a solution of dichloromethan/ethyl acetate (1:1 v/v)
4. 4
   Otroto recover the desired fraction
5. 5
   Otrofrom which the solvent was evaporated under reduced pressure

Procedimiento

Then, 1.184 g (4 mmol) of 1-(ethoxymethyl)-5-iodouracil, 870 μg (8 mmol) of ethyl acrylate, 45 mg of palladium acetate and 0.6 ml of triethylamine were dissolved in 40 ml of dimethylformamide, heated and stirred for 5 hours at 70° C. After the solvent was evaporated under reduced pressure, the residue was adsorbed on a silica gel column, eluted with a solution of dichloromethan/ethyl acetate (1:1 v/v) to recover the desired fraction, from which the solvent was evaporated under reduced pressure to obtain 798 mg of 5-(2-(E)-carboethoxyvinyl)-1-(ethoxymethyl)uracil as crystals.

Fuente