Acetic Acid → HCID 13066685, compound

HRID 1164020Notes

Reaction equation

HRID 1164020 reaction equation
[H][H].[CH3:3][O:4][C:5]1[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[CH:9][CH:8]=[CH:7][C:6]=1[CH:19]=[CH:20][C:21]([OH:23])=[O:22].C(O)(=O)C>[Pd].O1CCOCC1>[CH3:3][O:4][C:5]1[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:19][CH2:20][C:21]([OH:23])=[O:22]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 54194699HCID 54194699, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13066685HCID 13066685, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

Hydrogen gas was introduced to a mixture of 3-[2-methoxy-3-(o-tolyloxy)phenyl]acrylic acid (17 g), palladium on carbon (5%, 3.4 g) and a small amount of glacial acetic acid in dioxane (200 ml) with stirring. The reaction mixture was filtered, and the filtrate was evaporated. The residue was pulverized with n-hexane to give 3-[2-methoxy-3-(o-tolyloxy)phenyl]propionic acid (15.4 g). mp 71°-75° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-49a7e5483c0149819077671daf99cfa9
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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