2-Nitrophenol → 2-But-1-en-oxynitrobenzene

HRID 1395363Notes

Reaction equation

Br[C:2](=[CH:4][CH3:5])[CH3:3].[N+:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])([O-:8])=[O:7]>>[CH:3]([O:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[N+:6]([O-:8])=[O:7])=[CH:2][CH2:4][CH3:5]

Participants

Reactant 2

HCID 69472-Nitrophenol

HCID 209102-Bromobut-2-ene

Product 1

HCID 537901992-But-1-en-oxynitrobenzene

Procedure

2-Bromo-but-2-ene was reacted with o-nitrophenol to yield 2-but-1-en-oxynitrobenzene; which was reduced to the corresponding aniline; then reacted with N-methylol-2-pyrrolidone to form the corresponding N-methylene-2-pyrrolidonyl derivative.

Sources & evidence

ORD record: ord-6a542d9a567445d1993438390b6bb762
Source dataset: uspto-grants-1980_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04203901

Reaction notes

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