4-Toluenesulfonyl chloride → 4-Propionylpyridine oxime tosylate

Participants

Reaction Steps

To the oxime 2 of Example 2 (5.0 g, 33 mmol) dissolved in pyridine (31 mL) was added p-toluenesulfonyl chloride (7.4 g, 39 mmol) and the reaction mixture stirred at room temperature for 24 hours. Pyridine hydrochloride was removed by filtration and the filtrate concentrated under reduced pressure. The solid obtained was slurried in hexanes, filtered, and air dried to give the compound 3 as a pale peach-colored solid: NMR (CDCl3) δ 1.12 (t, 3H, J=8 Hz), 2.45 (s, 3H), 2.81 (q, 2H, J=8 Hz), and 7.27-7.98 (m, 8H).

Provenance & Evidence