Nitric Acid → 5-Methoxy-2-nitrophenol
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[N:10]([O-:12])=[O:11].[Na+].[N+]([O-])(O)=O.O>C(O)(=O)CC>[N+:10]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[OH:9])([O-:12])=[O:11]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 3-methoxyphenol (11.1 g, 0.09 mmol) in propionic acid (90 mL) at 0° C., was added NaNO2 (6.3 g, 0.09 mmol, in 5 mL water) dropwise. The mixture was stirred at 0° C. for 1 hour. Concentrated nitric acid (12 mL) was then added dropwise and the mixture was stirred for 1 hour at 0° C. and 2 hour at r.t. Water (30 mL) was subsequently added and the resulting precipitate was collected and washed with 50% propionic acid, giving 2-nitro-5-methoxyphenol as yellow solid (5.8 g, 40% yield).
Workup
- stirringthe mixture was stirred for 1 hour at 0° C. and 2 hour at r.t
- customthe resulting precipitate was collected
- washwashed with 50% propionic acid
Sources & evidence
- ORD record
- ord-af971ba91c084e38a0f61d077d459a7d
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102636B2
Reaction notes
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