HCID 54174755, compound → HCID 22456979, compound

HRID 610103Notes

Reaction equation

HRID 610103 reaction equation
[F:1][C:2]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:3]=1[CH:4]=[C:5]([CH3:9])[C:6]([OH:8])=[O:7].[H][H]>CO.[Pt]=O>[F:1][C:2]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:3]=1[CH2:4][CH:5]([CH3:9])[C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 54174755HCID 54174755, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 22456979HCID 22456979, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

In 800 ml of methanol, 60 g (0.3 mol) of 2,4-difluoro-α-methylcinnamic acid with 1.5 g of platinum oxide catalyst is shaken under an initial pressure of 42 lbs of hydrogen until one equivalent of hydrogen is absorbed. The reaction time is 30 minutes. The catalyst is removed by filtration and washed with methanol. The methanol, when evaporated off, leaves near colorless 2,4-difluoro-α-methyldihydrocinnamic acid as an oil which is used in the next step without further purification.

Workup

  1. customis absorbed
  2. customThe catalyst is removed by filtration
  3. washwashed with methanol
  4. customThe methanol, when evaporated off

Sources & evidence

ORD record
ord-535b3dcd27604aadac74512a06c3b12c
Source dataset
uspto-grants-1999_12
Patent number
US05998477

Reaction notes

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