Diethyl Ether → HCID 86583880, compound

Participants

Reaction Steps

A solution of the product 45A (67 mg, 0.29 nmnol) in ethyl acetate (1 mL) was treated with p-toluenesulfonic acid monohydrate (32 mg, 0.30 mmol) and stirred for 5 minutes. Next, ethyl ether (30 ml) was added and stirred for an additional 5 minutes. The ether was decanted and the procedure was repeated. The residue was then dried under vacuum to provide 45 as a white solid. mp 100-102° C.; MS (CI/NH3) m/e 229(M+H)+. 1H NMR (D2O, 300 MHz) δ: 1.39 (d, J=7 Hz, 3H), 2.08 (m, 1H), 2.34 (m, 1H), 2.41 (s, 3H), 2.8 (s, 6H), 3.70 (m, 1H), 4.15-4.32 (m, 2H), 7.38 (d, J=8 Hz, 2H), 7.42-7.51 (m, 2H), 7.69 (d, J=8 Hz, 2H), 8.06 (d, J=3 Hz, 1H). Analysis calculated for C11H17N2ClO.1C7H8O3S: C, 53.93; H, 6.24; N, 6.99; Found: C, 53.67; H, 6.24; N, 7.02.

Provenance & Evidence