M-Xylene → HCID 12195664, compound

Participants

Reaction Conditions

Reaction Steps

A 500 μL, 3-neck rounded bottom flask equipped with a magnetic stirring bar and a reflux condenser, was charged under nitrogen with 71.16 g of AlCl3 (0.53 mol) dissolved in 240 mL of chlorobenzene. At room temperature 28.38 mL of m-xylene (0.23 mol) were added dropwise obtaining a light yellow suspension. The flask was then cooled to 0° C. and 28.68 mL of 2-bromoisobutyryl bromide (0.23 mol) were slowly added. At the end of the addition a dark-red slurry was obtained. The reaction mixture was then allowed to warm up to room temperature (r.t.) and stirred for 2 hours. Then it was transferred into a flask containing a solution of 3/1 ice/37% HCl. The organic phase was extracted with Et2O (3×200 mL), the combined organic phases were dried over Na2SO4, filtered and the solvents were removed in vacuo to leave 37.48 g of an orange oil (yield 93.5%). The latter was used as such in the next step without further purification.

Provenance & Evidence