Potassium Permanganate → HCID 178494676, compound

Temperature

0 °C

Into a 500-mL round-bottom flask, was placed a solution of 2-(methoxymethyl)-4-methyl-4,5-dihydro-1H-imidazole (compound 222.1, 19 g, 148.4 mmol) in acetonitrile (200 mL). Al2O3 (19 g, 182.7 mmol) was added to the reaction. This was followed by the addition of potassium permanganate (58 g, 367.1 mmol) in several batches at 0° C. The reaction mixture was stirred for 2 h at 0° C., then warmed to room temperature overnight. The reaction was quenched with 20 mL of sodium sulfite (sat.). The solids were removed by filtration and the filtrate was concentrated under reduced pressure. This resulted in 19 g (crude) of the title compound as yellow oil.

1. customInto a 500-mL round-bottom flask, was placed
2. temperaturewarmed to room temperature overnight
3. customThe reaction was quenched with 20 mL of sodium sulfite (sat.)
4. customThe solids were removed by filtration
5. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-80aca73a251a492d93e07c03947a1a3c

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09428502B2