Reaction #6701

Reaction equation

4-methoxybenzyl chloride

triphenylphosphine

→

4-methoxybenzyltriphenyl phosphonium chloride

Solvents

ether

toluene

Conditions

Workup

1. 1
   TemperatureThe resulting solution was refluxed under nitrogen
2. 2
   workup.WAITAfter 8–10 hours
3. 3
   FiltrationThe phosphonium salt was collected by filtration

Procedure

A solution of 4-methoxybenzyl chloride (1.153 g, 0.0074 mol) in anhydrous toluene (10 mL) was treated with triphenylphosphine (1.93 g, 1 equivalent). The resulting solution was refluxed under nitrogen. After 8–10 hours, the reaction was cooled to room temperature and diluted with ether. The phosphonium salt was collected by filtration. Yield=1.5 g (53%); MALDI-TOF MS 383.9 obs. (383.45 calc.).

Source