HCID 54219844, compound → HCID 22456975, compound

HRID 2186580Notes

Reaction equation

HRID 2186580 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[CH:5]=[C:6]([CH3:10])[C:7]([OH:9])=[O:8].[H][H]>CO.[Pt]=O>[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[CH2:5][CH:6]([CH3:10])[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 54219844HCID 54219844, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22456975HCID 22456975, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

3-Fluoro-4-methoxy-α-methylcinnamic acid (49.5 g; 0.236 mol), in 800 ml methanol is hydrogenated at 43 lbs. pressure and room temperature until the theoretical uptake of hydrogen has occurred (24 min at 20° C., using 1.5 g platinum oxide catalyst). The solution is filtered, and is evaporated with warming to 60° C. to give 3-fluoro-4-methoxy-a-methyl dihydrocinnamic acid (Rf 0.5 on silica-gel G with methylene chloride-methanol, 9:1)

Workup

  1. custompressure and room temperature
  2. filtrationThe solution is filtered
  3. customis evaporated

Sources & evidence

ORD record
ord-9506276954db4a07937e91236cc3d4aa
Source dataset
uspto-grants-2002_06
Patent number
US06403831B1

Reaction notes

Loading…