(2‐Dimethylaminoethyl)triphenylphosphonium Bromide

[21331-80-6] C22H25BrNP (MW 414.33) InChI = 1S/C22H25NP.BrH/c1-23(2)18-19-24(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h3-17H,18-19H2,1-2H3;1H/q+1;/p-1 InChIKey = YIIHEMGEQQWSMA-UHFFFAOYSA-M (precursor to dimethylaminoethylidenetriphenylphosphorane, which condenses with aldehydes and ketones to give allylic amines1) Physical Data: mp 201 °C. Form Supplied in: white solid; widely commercially available. Preparative Method: this reagent and analogous N,N-dialkylaminoethyltriphenylphosphonium bromides are prepared by condensation of the corresponding β-amino alcohols with Triphenylphosphine in the presence of Hydrogen Bromide.1 Purification: recrystallization from acetic acid–chloroform. Handling, Storage, and Precautions: should be dried in vacuo for best results.