(4-Carboxybutyl)triphenylphosphonium bromide synthesis
- Product Name:(4-Carboxybutyl)triphenylphosphonium bromide
- CAS Number:17814-85-6
- Molecular formula:C23H24BrO2P
- Molecular Weight:443.31
4-Carboxybutyltriphenylphosphine bromide is used as an intermediate of the raw material drug bimatoprost, and mainly in laboratory research.5-Bromo-1-pentanol reacts with hypochlorite under the catalysis of TEMPO and phase transfer catalyst to obtain 5-bromovaleric acid, and then reacts with triphenylphosphine to generate 4-carboxybutyltriphenyl Phosphine Bromide.
Yield:17814-85-6 88%
Reaction Conditions:
in toluene for 48 h;Inert atmosphere;Reflux;
Steps:
3.2.4. General procedure for the synthesis of phosphonium salts (5)
General procedure: A mixture of ω-bromocarboxylic acid (1 equiv) and triphenylphosphine (1 equiv) in 300 mL of toluene was refluxed for 48 h under argon. The mixture was allowed to cool at room temperature and concentrated in vacuum. The residue was crystallized from various solvents to give the corresponding phosphonium salt.
References:
Wube, Abraham A.;Hüfner, Antje;Thomaschitz, Christina;Blunder, Martina;Kollroser, Manfred;Bauer, Rudolf;Bucar, Franz [Bioorganic and Medicinal Chemistry,2011,vol. 19,# 1,p. 567 - 579] Location in patent:experimental part
