Reaction #41965

Reaction equation

triphenylphosphine

3-bromopropionic acid

ether

→

title compound

Yield 68.5%

(2-Carboxy-ethyl)-triphenyl-phosphonium bromide

Yield 68.5%

Solvents

acetonitrile

Conditions

Workup

1. 1
   FiltrationFilter solids
2. 2
   Washrinse with ether
3. 3
   Otherdry solids under high vacuum

Procedure

Reflux a solution of triphenylphosphine (91.3 g, 348 mmol, 1.05 equivalents) and 3-bromopropionic acid (50.7 g, 331 mmol) in acetonitrile (250 ml) for three hours, allow to sit at room temperature overnight. Add ether (400 ml) and cool in the freezer for two hours. Filter solids, rinse with ether, and dry solids under high vacuum to obtain the title compound (94.1 g, 68%). NMR (400 MHz, CDCl3): δ 3.15 (m, 2H), 3.73 (m, 2H), 7.69-7.83 (m, 15H).

Source