Phenol → 4-Phenoxybenzaldehyde

HRID 1058666Notes

Reaction equation

HRID 1058666 reaction equation
C(=O)([O-])[O-].[K+].[K+].F[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1.[C:16]1([OH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)(O)[O-].[Na+]>>[O:22]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 4

HCID 996PhenolHCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 516892Sodium Bicarbonate

Product 1

HCID 661394-Phenoxybenzaldehyde

Conditions

Temperature
150 °C

Procedure

A suspension of potassium carbonate (1 eq.), 4-flurobenzaldehyde, and phenol (1.2 eq.) was heated to 150° C. and stirred for two days. The reaction was allowed to cool to room temperature and poured into saturated aq. sodium bicarbonate and ice. The solution was extracted with ether. The combined organic layers were washed with water and dried with Na2SO4. Concentration under vacuum gave pure product as an orange oil.

Workup

  1. temperatureto cool to room temperature
  2. extractionThe solution was extracted with ether
  3. washThe combined organic layers were washed with water
  4. dry with materialdried with Na2SO4
  5. concentrationConcentration under vacuum
  6. customgave pure product as an orange oil

Sources & evidence

ORD record
ord-db220452ced341aa9f17033e1d6461ea
Source dataset
uspto-grants-2003_02
Patent number
US06518268B1

Reaction notes

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