1-Bromo-4-nitrobenzene → 4-Nitrophenol

HRID 1424752Notes

Reaction equation

HRID 1424752 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.BrC1C=CC([N+]([O-])=[O:19])=CC=1.[OH-].[Cs+]>>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([OH:19])=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

4

Reactant 3

HCID 114661-Bromo-4-nitrobenzeneHCID 124951-Iodo-4-nitrobenzeneHCID 62750Cesium hydroxide

Product 1

HCID 9804-Nitrophenol

Procedure

Following general operating mode A, 1-iodo-4-nitrobenzene or 1-bromo-4-nitrobenzene (249 mg or 202 mg, 1.0 mmol) were reacted at 110° C. with cesium hydroxide to obtain the expected product in the form of a yellow solid with respective yields of 90% and 82% (ethyl acetate/heptane 20:80).

Sources & evidence

ORD record
ord-ba47fa25501645e28cc4bd05524c9803
Source dataset
uspto-grants-2015_01
Patent number
US08927779B2

Reaction notes

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