Sodium Hydroxide → HCID 16064800, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of benzyl derivative 38 (36 mg, 0.08 mmol) and 10% NaOH solution (0.80 mL) in EtOH (2.5 mL) was heated at 90° C. After 1 h the mixture was cooled to r.t., diluted with AcOEt and saturated brine and partitioned. The aqueous layer was extracted with AcOEt (3×). The combined organic extracts were dried (MgSO4), concentrated and the residue was purified by LCMS (column LUNA 10 μ C18(2) 00G-4253-V0 250×50 mm) using water—MeCN (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to afford 39 (17 mg, 70%). 1H NMR (400 MHz; CDCl3) δ 3.97 (s, 3H), 4.12 (s, 2H), 7.19-7.36 (m, 6H), 7.58 (s, 1H), 7.71 (s, 1H), 7.86 (brs, 1H), 8.24 (m, 1H), 8.79 (brs, 1H). MS (CI) m/z 289 (MH+).

Provenance & Evidence