4-Hydroxybenzaldehyde → Potassium 4-formylphenolate
Reaction equation
[OH-].[K+:2].[OH:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1>C(O)C>[CH:8]([C:7]1[CH:10]=[CH:11][C:4]([O-:3])=[CH:5][CH:6]=1)=[O:9].[K+:2]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 1.08 liter of ethanol was dissolved 81.3 g of potassium hydroxide (content 85%) under stirring. In the solution was dissolved 150 g of p-hydroxybenzaldehyde at room temperature, which was stirred further for one hour. The reaction mixture was concentrated under reduced pressure. To the concentrate was added 350 ml of ethanol, which was concentrated again. To the solid concentrate was added 200 ml of ethanol, to which was further added 2.1 liters of diisopropyl ether, then the mixture was stirred for one hour at room temperature. Resulting precipitates were collected by filtration under reduced pressure and washed with 150 ml of diisopropyl ether, followed by drying at 40° C. under reduced pressure to give 197 g (yield 100%) of potassium 4-formylphenolate.
Workup
- stirringwhich was stirred further for one hour
- concentrationThe reaction mixture was concentrated under reduced pressure
- additionTo the concentrate was added 350 ml of ethanol, which
- concentrationwas concentrated again
- concentrationTo the solid concentrate
- additionwas added 200 ml of ethanol
- stirringthe mixture was stirred for one hour at room temperature
- customResulting
- customprecipitates
- filtrationwere collected by filtration under reduced pressure
- washwashed with 150 ml of diisopropyl ether
- customby drying at 40° C. under reduced pressure
Sources & evidence
- ORD record
- ord-c4d413b69dcc4cb48e735147532f6e49
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05554758
Reaction notes
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