Methyl alpha-hydroxyisobutyrate → 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

330 mg sodium were suspended in 10 ml 1,4-dioxan. Then 1.7 g 2-Hydroxy-2-methyl-propionic acid methyl ester were added dropwise. The mixture was stirred at 50° C. for thirty minutes and then at 70° C. for thirty minutes until all sodium was dissolved. This solution was then added dropwise to a solution of 2.7 g 2,6-dibromo-3-nitro pyridine in 5 ml 1,4 dioxan at 0° C. The cooling bathe was removed and the mixture stirred at room temperature overnight and then at 70° C. for four hours. The cooled reaction mixture was reduced in vacuo and the residue purified by chromatography on silica gel to obtain 640 mg 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester as a white solid.

Provenance & Evidence