4-Chlorophenol → HCID 69424971, compound

Participants

Reaction Steps

A solution of triphenylphosphin(0.1 g, 0.38 mmol) in 5 ml of dry THF was treated at 0° C. with DEAD (0.066 g, 0.38 mmol) and stirred over 30 min. Then a solution of 4-Benzyloxyphenyl-2-hydroxypropanoic acid methyl ester (0.1 g, 0.35 mmol) and p-chlorophenol (0.048 g, 0.38 mmol) in 2 ml of THF was added to the solution and the mixture reaction was stirred at room temperature overnight. The mixture was concentrated to dryness and chromatographed in silicagel (hexanes/Ethyl acetate 3:1) to give 0.082 g of product (60%). 1H-NMR (200.15 MHz, CDCl3): δ 7.46–7.31 (m, 5H), 7.28–7.13 (m, 4H), 6.93 (d, 2H, J=8.8), 6.75 (d, 2H, J=8.8), 5.04 (s, 2H), 4.73(t, 1H, J=6.1), 3.71 s (s, 3H), 3.18 (d, 2H, J=6.4).

Provenance & Evidence