Sulfuric Acid → 3-Methoxy-2-methylphenol
Reaction equation
S(=O)(=O)(O)O.[C:6]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16]C)[C:11]=1[CH3:18])(=O)C>O.C(O)C>[OH:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([O:9][CH3:6])[C:11]=1[CH3:18]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 120 °C
Procedure
A solution of 18.0 mL of concentrated sulfuric acid in 90 mL water was added to a solution of 4.69 g (26.0 mmol) of 2-acetoxy-6-methoxytoluene in 360 mL ethanol and heated and stirred on a 120° C. oil bath for 36 minutes. The reaction mixture which had been allowed to stand at room temperature overnight was transferred to a separatory funnel, extracted with 50 mL and 20 mL of toluene, and after the combined organic layers were washed with 30 mL of water, 30 mL of 5% sodium hydrogen carbonate aqueous solution and 30 mL of water twice, the solvent was evaporated to obtain 3.15 g of title compound.
Workup
- temperatureheated
- waitto stand at room temperature overnight
- customwas transferred to a separatory funnel
- extractionextracted with 50 mL and 20 mL of toluene
- washafter the combined organic layers were washed with 30 mL of water, 30 mL of 5% sodium hydrogen carbonate aqueous solution and 30 mL of water twice
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-c21757049a184954a6ddb4227242b4fc
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08110688B2
Reaction notes
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