Methoxymethyl-triphenylphosphonium chloride → HCID 66580305, compound

Participants

Reaction Steps

(Methoxymethyl)triphenyl phosphonium chloride (3.05 g, 8.9 mmol) in THF was cooled to −78° C. under argon and a solution of potassium tert-butoxide (832 mg, 7.41 mmol) in THF was added at −78° C. To the resulting red solution was added a solution of 2-(4-tert-butyl-phenyl)-2-aza-spiro[4.5]decane-1,8-dione (described in example 343 step 2, 888 mg, 2.97 mmol) in THF was added dropwise at −78° C. The reaction was allowed to warm to room temperature and the reaction was monitored by TLC. After disappearance of starting material, the reaction was quenched with sat NaHCO3 (aq), and extracted with EtOAc. The organic layers were combined washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give a crude residue which was purified by flash column chromatography (0% to 50% EtOAc in heptane) to yield the title compound as a white solid (793 mg, 82%). MS (m/e): 328.3 (MH+).

Provenance & Evidence