Reacción #355732

Ecuación de reacción

2-chloromethyl-4-nitrophenol

methanol

sodium methoxide

→

expected product

2-methoxymethyl-4-nitrophenol

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed for 2 hours 30 minutes
2. 2
   Temperaturathe mixture was refluxed for another 30 minutes
3. 3
   TemperaturaThe resulting mixture was cooled in an ice bath
4. 4
   Otrothe insoluble matter formed
5. 5
   Filtraciónwas filtered off
6. 6
   FiltraciónThe crystalline product was filtered off by suction
7. 7
   Secadodried over P2O5 at 40° C
8. 8
   Otro11.4 g of crude products were isolated
9. 9
   Otrorecrystallized from 15 ml of isopropyl acetate

Procedimiento

18.7 g (0.1 mol) of 2-chloromethyl-4-nitrophenol and 50 ml of pure methanol were mixed together and refluxed for 2 hours 30 minutes. 37 ml of sodium methoxide (0.2 mol, 5.4 N solution in MeOH) were added and the mixture was refluxed for another 30 minutes. The resulting mixture was cooled in an ice bath and diluted with 350 ml of water, and the insoluble matter formed was filtered off. The filtrate was acidified with acetic acid (10 ml). The crystalline product was filtered off by suction, reslurried in ice-cold water and then dried over P2O5 at 40° C. 11.4 g of crude products were isolated and then recrystallized from 15 ml of isopropyl acetate to give 7.5 g of expected product.

Fuente