Phenol → 3-Fluoro-4-phenoxybenzoic acid

HRID 2247695Notes

Reaction equation

HRID 2247695 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1F)[CH:5]=[O:6].[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-:19].[K+].[K+].CC(=CC)C.P([O-])(O)(O)=O.[K+].Cl[O-].[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([OH:19])=[O:6]

Participants

7

Reactant 6

HCID 996PhenolHCID 105532-Methyl-2-buteneHCID 11430Potassium CarbonateHCID 516951Monobasic potassium phosphateHCID 5880883,4-DifluorobenzaldehydeHCID 23665760Sodium Hypochlorite

Product 1

HCID 286051153-Fluoro-4-phenoxybenzoic acidYield 94.7%

Procedure

The title compound (1.1 g) was synthesized in a yield of 93% as a white crystalline solid by conducting a reaction similar to that mentioned in Example 10 (10e) using 3,4-difluorobenzaldehyde (0.71 g, 5.0 mmol), phenol (0.56 g, 6.0 mmol), potassium carbonate (1.4 g, 10 mmol), 2-methyl-2-butene (2.5 mL, 23 mmol), potassium dihydrogenphosphate (1.6 g, 12 mmol), and sodium hypochlorite (1.3 g, 14 mmol).

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-c3eb2dfcbb2b4ef6b2dbb3387365b606
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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