Triethylamine → Phenol, 2-methoxy-4,5-dinitro-
Reaction equation
[CH2:1]1[O:9][C:8]2[C:3](=[CH:4][C:5]([N+:13]([O-:15])=[O:14])=[C:6]([N+:10]([O-:12])=[O:11])[CH:7]=2)[O:2]1.C(N(CC)CC)C.C[O-].[Na+]>CO>[N+:10]([C:6]1[C:5]([N+:13]([O-:15])=[O:14])=[CH:4][C:3]([OH:2])=[C:8]([O:9][CH3:1])[CH:7]=1)([O-:12])=[O:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
0.1 mol (21.2 g) of 4,5-methylenedioxy-1,2-dinitrobenzene is added to a solution of 0.12 mol (16.8 ml) of triethylamine, 0.4 mol of sodium methylate (72 g of a 30% strength solution in methanol) and 60 ml of methanol. The mixture is heated for 10 minutes at the refluxing temperature of the methanol. After the mixture has been cooled to 0° C., the phenate of the expected product is drained. The phenate is dissolved in 300 ml of water at 60° C. The solution is filtered on paper in order to remove a resin. On cooling and neutralization of the filtrate with acetic acid, the expected product precipitates. After being dried, the 4,5-dinitro-2-methoxyphenol thereby obtained is recrystallized from isopropanol. It melts at 172° C. (literature: 177° C.).
Sources & evidence
- ORD record
- ord-d957223fd2e146d18778f2c0d76c10a8
- Source dataset
- uspto-grants-1988_04
- Patent number
- US04740622
Reaction notes
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