Methanol → Guaiacol

HRID 280403Notes

Reaction equation

HRID 280403 reaction equation
[OH-:1].[Na+].Br[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].[CH3:11]O>>[CH3:11][O:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 72442-BromophenolHCID 14798Sodium Hydroxide

Product 1

HCID 460GuaiacolYield 8.6%

Procedure

Sodium hydroxide (3.16 g, 79.1 m mole) was dissolved in 60 ml of methanol and the solution was refluxed for 12 hours. To the solution were added 750 mg (4.1 m mole) of 2-bromophenol and 240 mg of anhydrous cuprous chloride. Then the reaction was carried out in the same manner as in Comparison Example 2 for 5 hours while evaporating methanol. After the reaction was completed, 43.7 mg of 2-methoxyphenol was obtained in the same manner as in Comparison Example 2. Yield: 8.6%.

Workup

  1. temperaturethe solution was refluxed for 12 hours
  2. customwhile evaporating methanol

Sources & evidence

ORD record
ord-7e6c69c4db914729816ba81075aac1e0
Source dataset
uspto-grants-1986_05
Patent number
US04588835

Reaction notes

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