Methanol → HCID 68293026, compound

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Reaction Steps

Compound 121 (888 mg, 3.53 mmol) was first dissolved in acetonitrile (100 mL), with potassium permanganate (1.12 g, 7.07 mmol) and alumina (4.9 g) added into the solution in batch. After stirring the resulting mixture at room temperature for 40 min, CH3OH (1 mL) was added to reduce excess oxidant. The mixture was then filtered and the solid material was washed with DCM:CH3OH=10:1. The filtrate was evaporated to dryness to give the compound 122 (600 mg, 68%) as a light yellow oil. The crude product was used directly for the next step without purification. 1H NMR (400 MHz, CDCl3) δ7.94-7.99 (m, 1H), 7.85-7.91 (m, 1H), 7.35-7.41 (m, 1H), 6.96 (br s, 2H), 2.75-2.85 (m, 4H), 2.06-2.19 (m, 2H).

Provenance & Evidence