1-Bromo-3,5-dinitrobenzene → 1-Bromo-3-methoxy-5-nitrobenzene
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([N+]([O-])=O)[CH:3]=1.[CH3:14][O-:15].[Na+]>CO>[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([O:15][CH3:14])[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1-bromo-3,5-dinitrobenzene (5 g, 20.2 mmol) in methanol (50 ml) was added sodium methoxide (1.3 g, 24.3 mmol, 1.2 eq.) and the mixture was heated to reflux for 12 h and then quenched with 10% HCl. The solid formed was filtered and dried to afford the compound in 65% yield (3 g).
Workup
- temperaturethe mixture was heated
- temperatureto reflux for 12 h
- customquenched with 10% HCl
- customThe solid formed
- filtrationwas filtered
- customdried
- customto afford the compound in 65% yield (3 g)
Sources & evidence
- ORD record
- ord-ce145fbedab24d23abb7dda07b1d4d0e
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447091B2
Reaction notes
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