Water → 2-Methoxy-6-methylbenzoic acid
Reaction equation
[CH3:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[C:6]([O:13][CH3:14])[CH:5]=[CH:4][CH:3]=1.O.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([O:13][CH3:14])[CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of ethyl 6-methyl-2-methoxybenzoate (642.0 g, 3.3 mol), water (2.5 l), ethanol (4.0 l) and sodium hydroxide (270 g, 6.6 mol) is heated under reflux with stirring for 20 hours. Subsequently, ethanol is distilled off and the reaction mixture is diluted with water, acidified with concentrated hydrochloric acid. The solid material is collected by vacuum filtration, washed with water and dried yielding off-white crystals, 460.0 g (83.9%).
Workup
- temperatureis heated
- temperatureunder reflux
- distillationSubsequently, ethanol is distilled off
- additionthe reaction mixture is diluted with water
- filtrationThe solid material is collected by vacuum filtration
- washwashed with water
- customdried
- customyielding off-white crystals, 460.0 g (83.9%)
Sources & evidence
- ORD record
- ord-07b0bba962794763b65a87b7bc7fd58d
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05922905
Reaction notes
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