HCID 54219844, compound → HCID 22456975, compound

HRID 263629Notes

Reaction equation

HRID 263629 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]>[Pt]=O.CO>[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

Procedure

3-Fluoro-4-methoxy-α-methylcinnamic acid, (49.5 g.; 0.236 mole) 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 then evaporated with warming to 60° 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. custompressure and room temperature
  2. filtrationThe solution is filtered
  3. customevaporated
  4. temperaturewith warming to 60°

Sources & evidence

ORD record
ord-07f7492e4dbc4b50a8fd1ddb1e23714a
Source dataset
uspto-grants-1997_07
Patent number
US05643959

Reaction notes

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