Reacción #1985941

Ecuación de reacción

bromine

4-acetoxy-3-methoxybenzaldehyde

sodium acetate

iodine

→

desired product

4-Acetoxy-6-bromo-3-methoxybenzaldehyde

Disolventes

water

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred at room temperature for 3 days
2. 2
   Filtraciónfiltered
3. 3
   workup.DISSOLUTIONThe solid is dissolved in toluene
4. 4
   Lavadothe solution washed with brine
5. 5
   Secadodried over magnesium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo
8. 8
   OtroThe residue is recrystallized twice from hexanes

Procedimiento

To a mixture of 4-acetoxy-3-methoxybenzaldehyde (75.7 g), anhydrous sodium acetate (76 g) and iodine (0.8 g) in acetic acid (300 ml) is added bromine (21 ml). The mixture is warmed to 45° C. for about 1 hour, then stirred stirred at room temperature for 3 days, poured into water (700 ml) and filtered. The solid is dissolved in toluene and the solution washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is recrystallized twice from hexanes to give the desired product.

Fuente