HCID 86679444, compound → HCID 55049108, compound

HRID 1776495Notes

Reaction equation

HRID 1776495 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12](=[O:24])[CH2:13][C:14]([O:16]CC2C=CC=CC=2)=[O:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12](=[O:24])[CH2:13][C:14]([OH:16])=[O:15])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 1

HCID 86679444HCID 86679444, compound

Product 1

HCID 55049108HCID 55049108, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl 3-(3,4-dimethoxyphenylamino)-3-oxopropanoate (200 mg, 0.607 mmol) was dissolved in MeOH, and then Pd/C 5% (129 mg, 0.061 mmol) was added. The solution was shaken under hydrogen atmosphere at 30 psi on a Parr apparatus for 30 minutes. The catalyst was filtered off, and the solvent removed under vacuum to give 3-(3,4-dimethoxyphenylamino)-3-oxopropanoic acid (120 mg, 83% yield).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-f78f91d42a534900a75c16efe76e89ae
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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