Reacción #4208

Ecuación de reacción

chloroacetyl chloride

potassium bicarbonate

3,4-dibenzyloxyaniline

chloroacetyl chloride

→

2-Chloro-N-[3,4-bis(phenylmethoxy)phenyl]acetamide

Disolventes

acetonitrile water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawhile maintaining the pH at 6.5
2. 2
   workup.WAITWhen the pH remained constant for 15 minutes
3. 3
   Otrothe acetonitrile was evaporated
4. 4
   Filtraciónthe resulting aqueous solution was filtered
5. 5
   LavadoThe precipitate was washed thoroughly with water
6. 6
   Otroto yield
7. 7
   Secadoupon drying in vacuo, 8.98 g of the title compound

Procedimiento

To 7.7 g (25 mmol) of 3,4-dibenzyloxyaniline in 50 ml of 1:1 acetonitrile/water at 0° C. was added chloroacetyl chloride (3.0 ml) while keeping the pH at 6.5 with saturated aqueous potassium bicarbonate. When the pH remained constant for 15 minutes, an additional 3 ml of chloroacetyl chloride was added in small portions while maintaining the pH at 6.5. When the pH remained constant for 15 minutes, the acetonitrile was evaporated, and the resulting aqueous solution was filtered. The precipitate was washed thoroughly with water to yield, upon drying in vacuo, 8.98 g of the title compound.

Fuente