Ethyl 3-phenylprop-2-enoate → Ethyl 3-phenylpropionate

HRID 641929

Reaction equation

HRID 641929 reaction equation
[C:1]([O:11][CH2:12][CH3:13])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[H][H]>CO.[Pd]>[C:4]1([CH2:3][CH2:2][C:1]([O:11][CH2:12][CH3:13])=[O:10])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 7649Ethyl 3-phenylprop-2-enoateHCID 178418361HCID 178418361, compound

Product 1

HCID 16237Ethyl 3-phenylpropionate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
35 °C

Procedure

A 500 mL 3-necked round bottom flask was added a solution of ethyl cinnamate (10 g, 56.75 mmol) in methanol (200 mL). To the mixture was added Pd/C (2 g) followed by addition of hydrogen gas. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at 35° C. in a bath of oil. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 10 g (99%) of ethyl 3-phenylpropanoate as a colorless oil.

Workup

  1. customto react
  2. filtrationA filtration
  3. concentrationThe filtrate was concentrated by evaporation under vacuum
  4. customa rotary evaporator
  5. customThis resulted in 10 g (99%) of ethyl 3-phenylpropanoate as a colorless oil

Sources & evidence

ORD record
ord-ab771eeba465439e8877db7764856847
Source dataset
uspto-grants-2010_04
Patent number
US07696229B2

Linked notes

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