Phosphorus oxychloride → HCID 57545162, compound

Participants

Reaction Conditions

Reaction Steps

38 ml (407 mmol) of phosphoryl chloride are added to 16.1 g (40.7 mmol) of (4-bromophenyl)-(3,5-diethoxyphenoxy)acetic acid under argon at RT. The mixture is cooled to 0° C., and 8.32 g (61.0 mmol) of zinc chloride are added. After 10 min, the ice bath is removed and the mixture is stirred at RT overnight. The reaction mixture is poured into a large amount of ice-water and stirred for 15 min. Dichloromethane is added, the phases are separated, and the organic phase is washed with water, dried over sodium sulfate, filtered and concentrated. Gradient chromatography on silica gel 60 (mobile phase: toluene/ethyl acetate) results in 10.2 g (67% of theory) of the product.

Provenance & Evidence