Ethyl bromoacetate → Ethyl 2-(3-nitrophenoxy)acetate

HRID 492011Notes

Reaction equation

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

Participants

Reactant 2

HCID 7748Ethyl bromoacetate

HCID 111373-Nitrophenol

Product 1

HCID 2741030Ethyl 2-(3-nitrophenoxy)acetate

Procedure

Ethyl bromoacetate is reacted with meta-nitrophenol under standard conditions to afford ethyl 2-(3-nitrophenoxy)acetate, which is elaborated to ethyl 2-(3-hydrazinophenoxy)acetate using the reduction/oxidation sequence described for Example Y.

Sources & evidence

ORD record: ord-6371fcfe0e144a98a592b2cc004b90ce
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07531566B2

Reaction notes

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