Diethyl Ether → HCID 23508244, compound

Participants

Reaction Steps

The methyl 2-[4-bromophenylsulfonyl]amino-3-phenylmethoxy-4-pentenoate 63c (320 mg, 0.683 mmol) is dissolved in benzene (4 mL) and sodium carbonate (148 mg), in water (0.6 mL), is added along with tetrakis(triphenylphosphine)palladium. 4-Methoxyphenylboronic acid (157 mg, 1.03 mmol), in methanol (0.4 mL), is added and the mixture is heat to reflux overnight. Ether is added to the reaction which is washed with water (3 times) and brine, the organic layer is dried over magnesium sulfate and the solvent stripped in vacuo to give the crude product as a yellow solid. The crude material is adsorbed onto silica gel and purified over a silica column eluting with hexane/ethyl acetate (9:1) followed with hexane/ethyl acetate (1/1). Product fractions are combined and dried to give the desired product.

Provenance & Evidence