Ethyl 3-(2-fluorophenyl)prop-2-enoate → Ethyl 3-(2-fluorophenyl)propanoate

HRID 362828Notes

Reaction equation

HRID 362828 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH:4]=[CH:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[H][H]>C(O)C.O.[Pt]=O>[F:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

5

Reactant 2

HCID 590919Ethyl 3-(2-fluorophenyl)prop-2-enoateHCID 178418361HCID 178418361, compound

Product 1

HCID 14879014Ethyl 3-(2-fluorophenyl)propanoateYield 99%

Reagents, catalysts & solvents 2

HCID 86587499Platinum oxide monohydrateCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-fluorocinnamate (29.25 g, 0.176 mol) and platinum oxide hydrate (0.25, EM Scientific) in 95% ethanol (150 mL) was placed on a Parr hydrogenation apparatus and shaken under 2-4 atm at hydrogen pressure. After the appropriate amount of hydrogen was consumed, the catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give 29.39 g (99%) of crude ethyl 3-(2-fluorophenyl)propionate. This material was used without further purification.

Workup

  1. customAfter the appropriate amount of hydrogen was consumed
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-804027412b4e4b3593bfa9c776543599
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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