Benzene, 1-bromo-3-nitro- → 3-Nitrophenol

HRID 1424757Notes

Reaction equation

HRID 1424757 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[CH:3]=1.[OH-:11].[Cs+]>C(OCC)(=O)C.CCCCCCC>[N+:8]([C:4]1[CH:3]=[C:2]([OH:11])[CH:7]=[CH:6][CH:5]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 11457Benzene, 1-bromo-3-nitro-HCID 62750Cesium hydroxide

Product 1

HCID 111373-NitrophenolYield 78%

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

Following general mode A, 1-bromo-3-nitrobenzene (202 mg, 1.0 mmol) was reacted with cesium hydroxide to give the expected product in the form of a red solid with a yield of 78% (eluent: ethyl acetate/heptane 20:80).

Sources & evidence

ORD record
ord-5316ac43e426400d8c2e63fab4b49074
Source dataset
uspto-grants-2015_01
Patent number
US08927779B2

Reaction notes

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