Sodium hydride → HCID 68592504, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere 3.93 g (90.0 mmol) of NaH (55% in mineral oil) were added batchwise to a solution of 31.98 g (90.0 mmol) of diethyl[2-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-oxo-ethyl]-phosphonate in 400 mL of THF. The reaction mixture was stirred for 30 min at RT and for a further 35 min at 35° C. After the development of gas had ended, 16.0 g (71.5 mmol) of 4-amino-3-chloro-5-trifluoromethyl-benzaldehyde, dissolved in 50 mL THF, were added dropwise and stirred for a further 12 h at RT. The reaction solution was combined with saturated NH4Cl solution, the mixture was extracted exhaustively with EtOAc and the combined extracts were dried and evaporated down i. vac. The residue remaining was purified by chromatography on silica gel. The desired product was obtained in the form of a yellow oil.

Provenance & Evidence