HCID 54219844, compound → HCID 22456975, compound

HRID 377751Notes

Reaction equation

HRID 377751 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 methanol (800 ml) at 20° C. is hydrogenated at 43 psi until the theoretical uptake of hydrogen has occurred (24 min. with 1.5 g platinum oxide catalyst). The solution is filtered, and is evaporated with warming to 60° C. to give 3-fluoro-4-methoxy-α-methyl dihydrocinnamic acid, Rf 0.5 on silica-gel G with methylene chloride-methanol (9:1).

Workup

  1. customat 20° C.
  2. filtrationThe solution is filtered
  3. customis evaporated

Sources & evidence

ORD record
ord-c7f3c5e2e8bc493db205ca4f0632b7a3
Source dataset
uspto-grants-2000_02
Patent number
US06028116

Reaction notes

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