Triphenylphosphine → 3-Isopropoxy-5-(2-thiophen-3-yl-ethoxy)-benzoic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-hydroxy-5-isopropoxy-benzoic acid methyl ester (71.4 mmol) in anhydrous THF (85 ml) is added under inert atmosphere successively triphenylphosphine (1.5 eq.) and 2-(3-thienyl)ethanol (1.3 eq.). The solution is chilled at 0° C. and DIAD [diisopropylazodicarboxylate] (21.65 g, 107.1 mmol, 1.5 eq.) is added dropwise. Then the reaction mixture is stirred at room temperature for 20 h and concentrated in vacuo. 3-Isopropoxy-5-(2-thiophene-3-yl-ethoxy)-benzoic acid methyl ester is obtained after column chromatography (cyclohexane/ethyl acetate) as yellow oil in a yield of 41%.

Provenance & Evidence