HCID 21416427, compound → HCID 21416443, compound

HRID 442279Notes

Reaction equation

HRID 442279 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]>[Pt]=O.C(O)C>[CH2:1]([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])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 21416427HCID 21416427, compound

Product 1

HCID 21416443HCID 21416443, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution of 0.8 g. of 3-allyl-5-(4'-fluorophenyl)-2-hydroxy-benzoic acid in 25 ml. of ethanol is subjected to hydrogenation at 40 p.s.i. and 25° C. in the presence of 0.1 g. of platinum oxide. After the uptake of the required amount of hydrogen, the catalyst and solvent are removed, and the crude product is recrystallized from benzene. The yield of 3-propyl-5-(4'-fluorophenyl)-2-hydroxy-benzoic acid is 0.72 g., m.p. 188°14 190° C.

Workup

  1. custom25° C.
  2. customAfter the uptake of the required amount of hydrogen, the catalyst and solvent are removed
  3. customthe crude product is recrystallized from benzene
  4. custom188°14 190° C.

Sources & evidence

ORD record
ord-d6f8b18b2764402b940d65f4756f961c
Source dataset
uspto-grants-1977_08
Patent number
US04044049

Reaction notes

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