Potassium Hydroxide → HCID 54002285, compound

HRID 442280Notes

Reaction equation

HRID 442280 reaction equation
[CH2:1]([C:4]1[C:5]([OH:20])=[C:6]([CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:12]=1)[C:7]([OH:9])=[O:8])[CH:2]=[CH2:3].[OH-].[K+]>O>[CH:1]([C:4]1[C:5]([OH:20])=[C:6]([CH:10]=[C:11]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[CH:12]=1)[C:7]([OH:9])=[O:8])=[CH:2][CH3:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21416427HCID 21416427, compound

Product 1

HCID 54002285HCID 54002285, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 2 g. of 3-allyl-5-(4'-fluorophenyl)2-hydroxy-benzoic acid, 5 g. of potassium hydroxide pellets and 2 ml. of water was heated under nitrogen in an oil bath at 170° C. for 1 hour with occasional stirring. The reaction mixture was cooled, dissolved in water, and the solution acidified. The product was extracted into ether. After drying the ether solution, and removing the ether, the product was recrystallized from benzene to yield 1.37 g., m.p. 196° -200° C. One more recrystallization from benzene raised the m.p. to 198° -201° C.

Workup

  1. additionA mixture of 2 g
  2. temperatureThe reaction mixture was cooled
  3. extractionThe product was extracted into ether
  4. dry with materialAfter drying the ether solution
  5. customremoving the ether
  6. customthe product was recrystallized from benzene
  7. customto yield 1.37 g
  8. customOne more recrystallization from benzene
  9. temperatureraised the m.p. to 198° -201° C.

Sources & evidence

ORD record
ord-b27abf531aef4158968b4917b080cbfc
Source dataset
uspto-grants-1977_08
Patent number
US04044049

Reaction notes

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