HCID 19823937, compound → HCID 21922526, compound

HRID 728101Notes

Reaction equation

HRID 728101 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH:14]([N:18]([CH2:23][C:24]([OH:26])=[O:25])[CH2:19][C:20]([OH:22])=[O:21])[C:15]([OH:17])=[O:16])=O)C1C=CC=CC=1>[OH-].[Na+].[Pd]>[NH2:11][CH2:12][CH2:13][CH:14]([N:18]([CH2:19][C:20]([OH:22])=[O:21])[CH2:23][C:24]([OH:26])=[O:25])[C:15]([OH:17])=[O:16]

Participants

4

Reactant 1

HCID 19823937HCID 19823937, compound

Product 1

HCID 21922526HCID 21922526, compoundYield 119.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 14798Sodium HydroxideSolvent

Procedure

2.9 g of the butyric acid derivative obtained were dissolved in 16 ml of 1N sodium hydroxide solution and, after the addition of a spatula tip of 5% Pd/C, hydrogenated at room temperature and normal pressure. The catalyst was filtered off and the filtrate was evaporated. There resulted 2.2 g of N-[3-amino-1-carboxypropyl]-iminodiacetic acid whose structure, NH2 --(CH2)2 --CH(COOH)--N(CH2COOH)2, was confirmed by the NMR spectrum.

Workup

  1. customhydrogenated at room temperature
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4977edee8fd247a683df7eb82abbe3b7
Source dataset
uspto-grants-1991_09
Patent number
US05047513

Reaction notes

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