3-(3,4-Dimethoxyphenyl)-3-methyl-1-nitrobutan-2-ol → 3-(3,4-Dimethoxyphenyl)-3-methyl-1-nitrobutan-2-one

Participants

Reaction Steps

To a solution of 3-(3,4-dimethoxyphenyl)-3-methyl-1-nitrobutan-2-ol (700 mg, 2.60 mmol) in DCM (30 mL) were added PCC (3.36 g, 15.60 mmol) and Celite (3.36 g). After stirring 48 h, additional PCC (3.36 g, 15.60 mmol) and Celite (3.36 g) were added. After stirring further for 24 h, the mixture was diluted with Et2O and filtered. The filtrate was concentrated and purified by flash chromatography to afford 3-(3,4-dimethoxyphenyl)-3-methyl-1-nitrobutan-2-one (502 mg, 72%). 1H NMR (400 MHz, CDCl3) δ 6.91-6.84 (m, 2H), 6.69 (s, 1H), 5.13 (s, 2H), 3.90 (s, 3H), 3.89 (s, 3H), 1.56 (s, 6H).

Provenance & Evidence