2-Nitrophenol → 1-(3-bromopropoxy)-2-nitrobenzene

HRID 1838718Notes

Reaction equation

HRID 1838718 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].C(=O)([O-])[O-].[Na+].[Na+].[Br:17][CH2:18][CH2:19][CH2:20]Br>CN(C)C=O>[Br:17][CH2:18][CH2:19][CH2:20][O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 69472-NitrophenolHCID 80011,3-DibromopropaneHCID 10340Sodium Carbonate

Product 1

HCID 71723001-(3-bromopropoxy)-2-nitrobenzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 5) (a) 2-nitrophenol was treated with sodium carbonate followed by 1,3-dibromo-propane in N,N-dimethylformamide to yield the 1-(3-bromo-propoxy)-2-nitro-benzene as slightly green solid; MS: 259, 261 (M)+.

Sources & evidence

ORD record
ord-ec2d9d38d4ff452ba8243f55bc471a92
Source dataset
uspto-grants-2004_01
Patent number
US06673931B2

Reaction notes

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