Tetrahydrofuran → HCID 44754915, compound

Participants

Reaction Steps

To an iced chilled suspension of NaH (1.13 g, 60% in oil dispersion, 28.2 mmol) in THF (32 mL) was added triethylphosphonoacetate (5.6 ml, 28.2 mmol). The reaction mixture was stirred at rt for 20 min. 2,5-difluoro-benzaldehyde (3.34 g, 23.5 mmol) was added drop wise. After 30 min, 10% aq. NaHSO4 (100 mL) was added and the mixture was diluted with EA (150 mL). The two phases were separated and the aq. layer was extracted twice with EA (2×100 mL). The combined org. layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated to dryness. The residue was chromatographed over SiO2 (Hex-EA 19-1) to afford the title ester (5.0 g, 100% yield) as a colourless oil.

Provenance & Evidence