Ethanol → HCID 68682689, compound

HRID 1160422Notes

Reaction equation

HRID 1160422 reaction equation
C(O[C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[CH:6]=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])C.[H][H].[CH2:19]([OH:21])[CH3:20]>[Pd]>[CH2:19]([O:21][CH:7]([CH2:6][C:5]1[CH:4]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 1708752-Propenoic acid, 3-(2-ethoxyphenyl)-, ethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 68682689HCID 68682689, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of ethyl 2-ethoxycinnamate (53.9 g, 0.267 mol; prepared as described in Justus Liebigs Ann. Chem. 699, 53 (1966) ) in ethanol (500 ml) was hydrogenated in the presence of 5% palladium on activated charcoal (5.0 g) at ambient temperature under pressure 10 atm until absorption of hydrogen ceased. The catalyst was filtered off and the filtrate was evaporated to give 52.8 g (97%) of ethyl 2-ethoxy-3-phenylpropionate as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-176eb6dd877c4030ae5553bb9bbeb158
Source dataset
uspto-grants-2010_10
Patent number
US07816385B2

Reaction notes

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