Methanol → HCID 21541519, compound

Participants

Reaction Steps

A mixture of XIII (0.91 g, 0.0025 mole), methanol (10 ml), and 20% potassium cabonate (5 ml) was stirred and refluxed for 90 minutes. The clear yellow solution was mixed with water (15 ml) and acidified to pH 5-6 with acetic acid. The emulsion was extracted with two 15-ml portions of ether. The combined ethereal extracts were dried over magnesium sulfate. Ether was distilled off from a water bath (60°C), at last under 0.1 mm Hg. The yellow, oily residue (0.86 g) was purified by chromatography on three 20 × 20 cm preparative tlc plates (Merck silica gel 60F254 --2 mm layer), and the isolated crude XII herefrom was distilled at 175°-185°C and 0.03 mm Hg to give 0.63 g XII (71%) as a light yellow oil, nD25 1.4844.

Provenance & Evidence