4-Hydroxybenzaldehyde → Potassium 4-formylphenolate

HRID 742605Notes

Reaction equation

HRID 742605 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

4

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

  1. stirringwhich was stirred further for one hour
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionTo the concentrate was added 350 ml of ethanol, which
  4. concentrationwas concentrated again
  5. concentrationTo the solid concentrate
  6. additionwas added 200 ml of ethanol
  7. stirringthe mixture was stirred for one hour at room temperature
  8. customResulting
  9. customprecipitates
  10. filtrationwere collected by filtration under reduced pressure
  11. washwashed with 150 ml of diisopropyl ether
  12. 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

Loading…