Hydrochloric Acid → N-Carboxymethylimidazoline Hydrochloride

HRID 616281Notes

Reaction equation

HRID 616281 reaction equation
[C:1]([CH2:11][N:12]1[CH2:16][CH2:15][N:14]=[CH:13]1)([O:3]CC1C=CC=CC=1)=[O:2].C(O)C.[H][H].[ClH:22]>C(OCC)(=O)C.[Pd]>[ClH:22].[C:1]([CH2:11][N:12]1[CH2:16][CH2:15][N:14]=[CH:13]1)([OH:3])=[O:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20369282N-CarbobenzyloxymethylimidazolineHCID 178418361HCID 178418361, compound

Product 1

HCID 20369278N-Carboxymethylimidazoline Hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 10.9 g. (0.05 mole) of N-carbobenzyloxymethylimidazoline and 50 mg. of 5% palladium-on-charcoal in 100 ml. of ethanol is shaken in an atmosphere of hydrogen at atmospheric pressure. When the theoretical amount of hydrogen has been absorbed, the spent catalyst is filtered and the filtrate treated with one equivalent of hydrogen chloride dissolved in ethyl acetate. The resulting solution is then concentrated to dryness in vacuo and the residual product triturated with ether and filtered.

Workup

  1. additionA suspension of 10.9 g
  2. customWhen the theoretical amount of hydrogen has been absorbed
  3. filtrationthe spent catalyst is filtered
  4. concentrationThe resulting solution is then concentrated to dryness in vacuo
  5. customthe residual product triturated with ether
  6. filtrationfiltered

Sources & evidence

ORD record
ord-875d3e0fa14a4764801d990990176f34
Source dataset
uspto-grants-1978_02
Patent number
US04073783

Reaction notes

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