Benzyl (bis(2-methoxyethyl)amino)acetate → (Bis(2-methoxyethyl)amino)acetic acid

HRID 583935Notes

Reaction equation

HRID 583935 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:10][C:11]([O:13]CC1C=CC=CC=1)=[O:12])[CH2:6][CH2:7][O:8][CH3:9]>CO.[Pd]>[CH3:1][O:2][CH2:3][CH2:4][N:5]([CH2:10][C:11]([OH:13])=[O:12])[CH2:6][CH2:7][O:8][CH3:9]

Participants

4

Reactant 1

HCID 53622886Benzyl (bis(2-methoxyethyl)amino)acetate

Product 1

HCID 9815497(Bis(2-methoxyethyl)amino)acetic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of Example 81A (19.4 g; 69 mmol) and 10% Pd/C (3.5 g) in methanol (150 mL) at room temperature was stirred under 4 atm of H2 for 17 hours, filtered through diatomaceous earth (Celite®), and concentrated to provide the desired product.

Workup

  1. filtrationfiltered through diatomaceous earth (Celite®)
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-4230bbfc40d2402586f209f0000ba88e
Source dataset
uspto-grants-2005_08
Patent number
US06924304B2

Reaction notes

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