Hydrochloric Acid → 4-Methylcatechol
Reaction equation
[OH-:1].[Na+].Cl[CH2:4][C:5](Cl)(Cl)Cl.[OH:9]O.Cl.N1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>O>[CH3:13][C:14]1[CH:15]=[C:16]([OH:9])[C:17](=[CH:4][CH:5]=1)[OH:1]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
Then, 0.9 mol of 30% sodium hydroxide was added dropwise, at 0° to 10° C., to a mixture solution composed of a tetrachloroethane solution containing 0.8 mol of the thus-obtained compound (III-1), 0.9 mol of 30% hydrogen peroxide, a 2-fold amount by weight, based on (III-1), of water, and a 0.3-fold amount by weight, based on (III-1), of pyridine over 2 hours. Stirring was continued at the same temperature for 3 hours. After completion of the reaction, the reaction mixture was rendered weakly acidic with hydrochloric acid, then separated into the organic layer and the aqueous layer. The aqueous layer was extracted with tetrachloroethane, and the extract was combined with the organic layer, followed by distilling off the tetrachloroethane to obtain 4-methylcatechol (V) in 96% yield.
Workup
- customAfter completion of the reaction
- customseparated into the organic layer
- extractionThe aqueous layer was extracted with tetrachloroethane
- distillationby distilling off the tetrachloroethane
Sources & evidence
- ORD record
- ord-46029dee14584a74886a01ebcc514d62
- Source dataset
- uspto-grants-1982_06
- Patent number
- US04335263
Reaction notes
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