O-Methylhydroxylamine → HCID 19042150, compound

Reaction equation

[CH3:1][O:2][NH2:3].[N+:4](/[C:7](=[CH:9]/[CH3:10])/[CH3:8])([O-:6])=[O:5]>>[CH3:1][O:2][NH:3][CH:9]([CH3:10])[CH:7]([N+:4]([O-:6])=[O:5])[CH3:8]

Participants

Reactant 2

HCID 4113O-Methylhydroxylamine

HCID 53643982-NITRO-2-BUTENE

Product 1

HCID 19042150HCID 19042150, compoundYield 95%

Conditions

Temperature: 25 °C

Procedure

O-Methylhydroxylamine (176 mg, 3.75 mmol) was added to (E)-2-nitro-2-butene (303 mg, 3 mmol) and the resulting mixture was stirred at 25° C. for 10 minutes. Then, the product was isolated and purified by silica gel thin-layer chromatography (eluent: ethyl acetate/hexane=1/5). O-Methyl-N-(α-methyl-β-nitropropyl)hydroxylamine (mixture of diastereomers, yield: 95%)

Workup

customThen, the product was isolated
custompurified by silica gel thin-layer chromatography (eluent: ethyl acetate/hexane=1/5)

Sources & evidence

ORD record: ord-480c772dc73f4d50b13bd070d6581f1b
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05597940

Reaction notes

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