HCID 57657554, compound → Methyl 3-(4-chloro-2-(trifluoromethyl)phenyl)propanoate

HRID 2079546Notes

Reaction equation

HRID 2079546 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[C:4]([C:14]([F:17])([F:16])[F:15])[CH:3]=1.[H][H]>[Pd].C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:4]([C:14]([F:15])([F:16])[F:17])[CH:3]=1

Participants

5

Reactant 2

HCID 57657554HCID 57657554, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53419598Methyl 3-(4-chloro-2-(trifluoromethyl)phenyl)propanoateYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (E)-methyl 3-(4-chloro-2-(trifluoromethyl)phenyl)acrylate (5 g) and palladium on charcoal (10%, dry, 2 g) in ethyl acetate (50 ml) was stirred under balloon hydrogen pressure for 3 hours. After filtration, filtrate was concentrated to give methyl 3-(4-chloro-2-(trifluoromethyl)-phenyl)propanoate (5 g).

Workup

  1. filtrationAfter filtration, filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-04587aef65dd4cf997fc751605d5d97a
Source dataset
uspto-grants-2011_04
Patent number
US07932251B2

Reaction notes

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