Triphenylphosphine → 3-(4-Iodopyrazol-1-yl)-2,2-dimethylpropionic acid methyl ester

Participants

Reaction Steps

A solution of 4-iodo-1H-pyrazole (194 mg, 1 mmol), 3-hydroxy-2,2-dimethylpropionic acid methyl ester (200 mg, 1.5 mmol) and triphenylphosphine (393 mg, 1.5 mmol) in THF (5 mL) was treated with DIAD (0.3 mL, 1.5 mmol) at room temperature. After 2 h, the reaction mixture was concentrated and the crude residue was purified by column chromatography (SiO2, 10% ethyl acetate/hexanes) to give 249 mg (81%) of desired product as an oil. 1H NMR (500 MHz, CDCl3) δ 7.59 (s, 1H), 7.46 (s, 1H), 3.69 (s, 2H), 3.55 (s, 3H), 1.18 (s, 6H).

Provenance & Evidence