Reacción #2314287

Ecuación de reacción

3-(4-hydroxyphenyl)-1-propanol

tetrabromomethane

water

→

1-(4′-hydroxyphenyl)-3-bromopropane

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe combined organic layers are washed with brine
4. 4
   Secadodried over magnesium sulfate
5. 5
   ConcentraciónThe solution is concentrated in vacuo

Procedimiento

To a solution of 3-(4-hydroxyphenyl)-1-propanol 3A (4.0 g) and tripohenylphosphine (7.96 g) in anhydrous dichloromethane (77 mL), cooled to 0° C., is added, dropwise, a solution of tetrabromomethane (9.59 g) in anhydrous dichloromethane (15.4 mL). The reaction mixture gradually warmed to room temperature and allowed to stir overnight. The solution is then poured into water and extracted with ethyl acetate. The combined organic layers are washed with brine and dried over magnesium sulfate. The solution is concentrated in vacuo.

Fuente