Hydrogen Bromide → Pyrogallol

HRID 427113Notes

Reaction equation

HRID 427113 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9]C)[C:4]=1[OH:11].Br>>[C:3]1([CH:8]=[CH:7][CH:6]=[C:5]([OH:9])[C:4]=1[OH:11])[OH:2]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 70412,6-Dimethoxyphenol

Product 1

HCID 1057PyrogallolYield 90%

Procedure

The product of Example 3 was added to 48% aqueous hydrobromic acid (400 parts) and the mixture boiled under reflux in an atmosphere of nitrogen for one hour. The hydrobromic acid was then evaporated off under reduced pressure to leave crude pyrogallol (40 parts, 90% yield), melting point 124°-130° C., the structure of which was confirmed by its nuclear magnetic resonance spectrum.

Workup

  1. temperatureunder reflux in an atmosphere of nitrogen for one hour
  2. customThe hydrobromic acid was then evaporated off under reduced pressure

Sources & evidence

ORD record
ord-dacf4f82fce34e278f42d4fb6d5a77b7
Source dataset
uspto-grants-1979_10
Patent number
US04172960

Reaction notes

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