Hydrochloric Acid → HCID 69420594, compound

Participants

Reaction Steps

To a solution of the material from Step A (0.5 g, 0.94 mmol) in THF (10 mL) at 0° C. was added sequentially 30% hydrogen peroxide (0.16 mL, 1.4 mmol) and 3N aqueous sodium hydroxide (0.31 g, 0.94 mmol). After 1.5 h at this temperature, the mixture was allowed to warm to ambient temperature, and then water (50 mL) was added, and the resulting solution was adjusted to pH 5 by the addition of 1N hydrochloric acid. The mixture was extracted with ethyl acetate, and the combined extracts were washed with 10% aqueous sodium thiosulfate until the organic phase showed a negative peroxide test. The combined organics were washed with brine, dried (magnesium sulfate), and concentrated in vacuo. The residue was purified by silica gel chromatography (0-10% methanol in ethyl acetate) to give the title compound as a white foam. LC/MS 424.3 (M+1).

Provenance & Evidence