2-Methyltetrahydrofuran → Benzenesulfonic Acid

Participants

Reaction Steps

15.0 g of Compound 1 and 120 ml 2-methyltetrahydrofuran were charged to reactor A. 7.25 g benzenesulfonic acid hydrate and 180 ml isopropyl acetate was charged to reactor B. Reactor B contents were dried via zoetrope (solvent swap with fresh isopropyl acetate) twice to provide a dry solution of benzenesulfonic acid in isopropyl acetate. Reactor B contents were charged into reactor A at ambient temperature. The resulting slurry was heated to reflux (homogeneous solution attained), and then cooled immediately to ambient temperature to afford a slurry. The slurry was concentrated under reduced pressure to ½ volume, followed by addition of isopropyl acetate to achieve the original volume. The concentration and suspension in isopropyl acetate was repeated followed by concentration to ½ volume, filtration, and a washed with isopropyl acetate. The cake was dried in a vacuum oven at 50° C. to provide Form XIV.

Provenance & Evidence