4-Nitrophenol → Ethyl 2-(4-nitrophenoxy)acetate

HRID 1270535Notes

Reaction equation

Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)([O-:10])=[O:9]>>[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:13][CH:12]=1)([O-:10])=[O:9]

Participants

Reactant 2

HCID 9804-Nitrophenol

HCID 7748Ethyl bromoacetate

Product 1

HCID 308938Ethyl 2-(4-nitrophenoxy)acetate

Procedure

Ethyl bromoacetate is reacted with para-nitrophenol under standard conditions to afford ethyl 2-(4-nitrophenoxy)acetate, which is elaborated to ethyl 2-(4-hydrazinophenoxy)acetate using the reduction/oxidation sequence described for Example Y.

Sources & evidence

ORD record: ord-3594a60ed55041bab8bee7b0602c5323
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07202257B2

Reaction notes

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