Water → HCID 86608638, compound

Participants

Reaction Steps

To a solution of 1-(2-Benzyloxy-5-chloro-phenyl)-2-(triphenyl-λ5-phosphanylidene)-ethanone (0.49 g, 0.94 mmol), NEt3 (96 mg, 0.94 mmol) and DMAP (12 mg, 0.09 mmol) in dry toluene (20 ml) at room temperature, ethyl chlorooxoacetate (0.38 g, 2.78 mmol) in toluene (5 ml) was added. The mixture was stirred for 2 hours and poured into water (50 ml). The organic layer was separated and the aq. layer was extracted with EtOAc (2×40 ml). The combined organic layers were then washed with sat. NaHCO3 solution (2×40 ml), sat. citric acid (1×40 ml), brine (1×40 ml) and dried. Crude oil (0.36 g) was purified by chromatography, eluted with EtOAc. Rf=0.88. 1H NMR (d6-acetone) δ=7.75-7.40 (15H, m); 7.30 (1H, dd); 7.15 (1H, d); 7.05 (1H, d); 5.10 (2H, s); 3.60 (2H, q) and 1.10 (3H, s). LCMS: (M+1)+=621.2 (RT=6.49 min.)

Provenance & Evidence