4-Hydroxybenzoic Acid → 4,4'-Dihydroxybenzophenone

HRID 1262740Notes

Reaction equation

HRID 1262740 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CS(O)(=O)=O>C1CCCCC1>[OH:17][C:11]1[CH:16]=[CH:15][C:14]([C:6]([C:5]2[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][CH:4]=2)=[O:7])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 1354-Hydroxybenzoic AcidHCID 996PhenolHCID 6395Methanesulfonic Acid

Product 1

HCID 691504,4'-DihydroxybenzophenoneYield 70%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

4-Hydroxy benzoic acid (13.8 g; 0.10 mole), phenol (10.3 g; 0.11 mole), 98% methane sulphonic acid (50 ml; 75.5 g; 0.8 mole) and cyclohexane (10 ml) were mixed and heated to reflux temperature. The solution was refluxed for 12 hours using a Dean and Stark apparatus (no sampling). The reaction mixture was worked up to give 4,4'-dihydroxy-benzophenone in 70% yield.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature
  3. temperatureThe solution was refluxed for 12 hours

Sources & evidence

ORD record
ord-8e4b36eeee2d44e69839d9cd60ae19c2
Source dataset
uspto-grants-1984_06
Patent number
US04453010

Reaction notes

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