Triphenylphosphine → HCID 58629854, compound

Participants

Reaction Steps

To a solution of 1-(3-bromophenyl)-1-pentanol (1.00 g, 4.11 mmol) in dry THF (40 mL) at 0° C. was added ethyl (4-hydroxy-2-methylphenoxy)acetate (865 mg, 4.11 mmol), PPh3 (1.30 g, 4.94 mmol) and ADDP (1.25 g, 4.94 mmol) and the reaction stirred for 30 minutes and then allowed to warm to rt overnight. The mixture was then reduced under vacuum and the residue partitioned between EtOAc and water and the layers separated. The organic layer was washed with water (2×) then brine, dried (Na2SO4) and reduced under vacuum to give a brown oil. Purification by Biotage™ chromatography (silica, 90 g cartridge) eluting with petroleum ether 40-60° C.:EtOAc (gradient 1:0 to 9:1) afforded the title compound as colourless oil (1.15 g).

Provenance & Evidence