Hydrochloric Acid → 4-Methylcatechol

HRID 1156446Notes

Reaction equation

HRID 1156446 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

7

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

  1. customAfter completion of the reaction
  2. customseparated into the organic layer
  3. extractionThe aqueous layer was extracted with tetrachloroethane
  4. 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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