Triethylamine → HCID 68233567, compound

Participants

Reaction Steps

A mixture of triethylamine (7.6 mL, 54.7 mmol), triphenylphosphine (0.778 g, 2.97 mmol) and palladium acetate (0.35 g, 1.56 mmol) in 1,4-dioxane (50 mL) was refluxed to form a homogeneous dark-red solution. The reaction temperature was then reduced to just below reflux. Compound 30b (4.56 g, 28 mmol), methyl 2-iodobenzoate (4.10 g, 15.6 mmol) and triethylamine (2.88 mL, 10.2 mmol) were added subsequently with stirring. The reaction mixture was then refluxed for about 30 min until TLC showed the SM had disappeared. The reaction mixture was filtered hot through celite, which was washed with 1,4-dioxane. The combined filtrate and washings were evaporated in vacuo to a small volume and purified by CC using PE:EA=5:1 as mobile phase to give the desired product (2.59 g, 56% yield).

Provenance & Evidence