Reacción #411032

Ecuación de reacción

sodium hydroxide

3-methylxanthine

benzyl bromide

→

7-Benzyl-3-methylxanthine

Disolventes

water

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITkept between 700 and 800 for 5 hours
2. 2
   TemperaturaThe mixture was then cooled
3. 3
   Filtraciónfiltered cold on a suction
4. 4
   Filtraciónfilter
5. 5
   Lavadothe product was washed with water on the suction
6. 6
   Filtraciónfilter
7. 7
   workup.DISSOLUTIONdissolved hot in 1000 ml of 1N sodium hydroxide solution
8. 8
   Filtraciónfiltered
9. 9
   workup.STIRRINGwith stirring
10. 10
    FiltraciónThe crystallizate was filtered off from the still warm solution
11. 11
    Lavadowashed with water until chloride-free
12. 12
    Otrodried in a vacuum
13. 13
    Otrodrying oven overnight

Procedimiento

20 g (0.5 mol) of sodium hydroxide dissolved in 200 ml of water were added to a suspension of 83 g (0.5 mol) of 3-methylxanthine in 500 ml of methanol and the reaction mixture was stirred at 70° C. for one hour, then treated dropwise at the same temperature with 85.5 g (0.5 mol) of benzyl bromide and kept between 700 and 800 for 5 hours. The mixture was then cooled and filtered cold on a suction filter, the product was washed with water on the suction filter and dissolved hot in 1000 ml of 1N sodium hydroxide solution, filtered and slowly brought to pH 9.5 using 4N hydrochloric acid with stirring. The crystallizate was filtered off from the still warm solution, washed with water until chloride-free and dried in a vacuum drying oven overnight. Yield: 81.7 g (63.8% of theory); melting point: 263° C. C13H12N4O2 (MW=256.2 g/mol)

Fuente