1-Bromo-3,5-dinitrobenzene → 1-Bromo-3-methoxy-5-nitrobenzene

HRID 64193

Reaction equation

HRID 64193 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]=1

Participants

4

Reactant 2

HCID 445341-Bromo-3,5-dinitrobenzeneHCID 10942334Sodium Methoxide

Product 1

HCID 122990761-Bromo-3-methoxy-5-nitrobenzeneYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 12 h
  3. customquenched with 10% HCl
  4. customThe solid formed
  5. filtrationwas filtered
  6. customdried
  7. customto afford the compound in 65% yield (3 g)

Sources & evidence

ORD record
ord-ce145fbedab24d23abb7dda07b1d4d0e
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Linked notes

Loading…