3-(4-Ethoxyphenyl)prop-2-enoic acid → 3-(4-Ethoxyphenyl)propanoic acid

HRID 985163Notes

Reaction equation

HRID 985163 reaction equation
[CH2:1]([O:3][C:4]1[CH:14]=[CH:13][C:7]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2]>[Pd].O1CCCC1>[CH2:1]([O:3][C:4]1[CH:14]=[CH:13][C:7]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 1

HCID 2955753-(4-Ethoxyphenyl)prop-2-enoic acid

Product 1

HCID 2919853-(4-Ethoxyphenyl)propanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-Ethoxycinnamic acid (2) is hydrogenated at 40 p.s.i. with catalytic 5% palladium on carbon in tetrahydrofuran solvent to obtain 3-(4-ethoxyphenyl)propionic acid (3). A sample is recrystallized from ethyl acetate/hexane to obtain an analytically pure sample (m.p. 101-103° C.).

Sources & evidence

ORD record
ord-46be9fd9cd0343c7a6d5dcc0c0a59651
Source dataset
uspto-grants-2005_03
Patent number
US06870070B2

Reaction notes

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