p-Fluoronitrobenzene → 4-(2-Carboxymethoxyphenoxy)nitrobenzene

HRID 852260Notes

Reaction equation

HRID 852260 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:11]([CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[OH:22])([OH:13])=[O:12].[O-]CCCC.[K+]>CC(N(C)C)=O>[C:11]([CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 22783(o-Hydroxyphenoxy)acetic acidHCID 23699084Potassium butoxide

Product 1

HCID 220485044-(2-Carboxymethoxyphenoxy)nitrobenzene

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

4-nitro-fluorobenzene and 2-(carboxymethoxy)phenol were reacted together in DMA in the presence of potassium butoxide for 2 hours at 150° C. to yield 4-(2-carboxymethoxy-phenoxy)nitrobenzene, intermediate 1.

Sources & evidence

ORD record
ord-b9177533dab244a3b207f7cacafd7748
Source dataset
uspto-grants-2007_08
Patent number
US07253184B2

Reaction notes

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