Isopropanol → HCID 54513511, compound

HRID 1059868Notes

Reaction equation

[H-].[Na+].[CH3:3][C:4]1[CH:9]=[C:8]([N+]([O-])=O)[CH:7]=[CH:6][N+:5]=1[O-:13].[CH3:14][CH:15]([OH:17])[CH3:16]>>[CH:15]([O:17][C:8]1[CH:7]=[CH:6][N+:5]([O-:13])=[C:4]([CH3:3])[CH:9]=1)([CH3:16])[CH3:14]

Participants

Reactant 3

HCID 3776Isopropanol

HCID 24758Sodium hydride

HCID 95291Pyridine, 2-methyl-4-nitro-, 1-oxide

Product 1

HCID 54513511HCID 54513511, compound

Conditions

Temperature: 60 °C

Procedure

To a suspension of sodium hydride (60% dispersion in mineral oil, 1.06 g) in 2-propanol (30 ml) was added 2-methyl-4-nitropyridine N-oxide (3.08 g), and the mixture was stirred at 60° C. for 1 hour. The residue was evaporated under reduced pressure and purified by column chromatography (silica gel 75 g, 5% methanol in dichloromethane) to give 4-isopropyloxy-2-methylpyridine N-oxide (0.78 g).

Workup

customThe residue was evaporated under reduced pressure
custompurified by column chromatography (silica gel 75 g, 5% methanol in dichloromethane)

Sources & evidence

ORD record: ord-751898010d0b45978c5b6886e8d83f10
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06521643B1

Reaction notes

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