Synthesis
The reaction was carried out with 4-bromobenzyl bromide (50 g, 200 mmol, 1.0 eq.) and triphenylphosphine (57 g, 220 mmol, 1.1 eq.) in chloroform (400 mL, 0.5 M) at reflux for 4 hours. After completion of the reaction, the reaction solution was cooled to room temperature and ether (1.5 L) was added to precipitate the phosphonium salt. The crude product was dissolved in dichloromethane (300 mL) and precipitated by adding ether (1.5 L) again. It was filtered through a Brinell funnel and washed with ether (500 mL) to give (4-bromobenzyl)triphenylphosphonium bromide (44) as a white solid (123 g, quantitative yield).
References
[1] Patent: WO2005/97812, 2005, A1. Location in patent: Page/Page column 64
[2] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 8, p. 902 - 907
[3] Patent: KR2015/103967, 2015, A. Location in patent: Paragraph 0100
[4] Dyes and Pigments, 2019, vol. 162, p. 959 - 966
[5] Patent: US2008/81934, 2008, A1. Location in patent: Page/Page column 34
