N‐Morpholinomethyldiphenylphosphine Oxide

[20684-76-8] C17H20NO2P (MW 301.35) InChI = 1S/C17H20NO2P/c19-21(16-7-3-1-4-8-16,17-9-5-2-6-10-17)15-18-11-13-20-14-12-18/h1-10H,11-15H2 InChIKey = ZDEKTDYYYBITIR-UHFFFAOYSA-N (Horner–Wittig reagent useful for the preparation of homologous aldehydes,2 their morpholino enamines,2a,b,3 and α-morpholinomethyl ketones4) Physical Data: mp 159 °C. Solubility: insol H2O; sol THF, CHCl3. Form Supplied in: white crystalline solid, not commercially available. Preparative Methods: has been prepared in several ways, most efficiently by two related sequences involving an Arbuzov reaction (eqs 1 and 2).3, 5 In both approaches the crude product is sufficiently pure for use in subsequent synthesis applications. (1) (2) Purification: most easily purified by recrystallization from benzene or from CH2Cl2/hexane. It can also be purified by column chromatography on silica gel. Handling, Storage, and Precautions: stable for extended periods of storage under nitrogen; its toxicity is unknown.