2-Nitrophenol → 1-(Cyclopentyloxy)-2-nitrobenzene

HRID 262018

Reaction equation

Br[CH:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1.[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[OH:16])([O-:9])=[O:8]>>[CH:2]1([O:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N+:7]([O-:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Reactant 2

HCID 69472-Nitrophenol

HCID 8728Bromocyclopentane

Product 1

HCID 221644731-(Cyclopentyloxy)-2-nitrobenzene

Procedure

In a similar manner as in Example 1, bromocyclopentane was reacted with o-nitrophenol to yield 2-cyclopentoxynitrobenzene; which was reduced to the corresponding aniline; then reacted with N-methylol-5-methylpyrrolidone to form the corresponding N-5-methyl-N-methylenepyrrolidonyl derivative; which was acylated with chloroacetyl chloride to form the desired product.

Sources & evidence

ORD record: ord-59c6a960f43e4430b964afb2e83311fb
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04153446

Linked notes

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