Trifluoroacetic acid → 1-(2-Amino-ethyl)-5,5-dimethyl-imidazolidin-2-one

HRID 2267284Notes

Reaction equation

HRID 2267284 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:14]([CH3:16])([CH3:15])[CH2:13][NH:12][C:11]1=[O:17])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][CH2:9][N:10]1[C:14]([CH3:15])([CH3:16])[CH2:13][NH:12][C:11]1=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57428814[2-(5,5-Dimethyl-2-oxo-imidazolidin-1-yl)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 574288131-(2-Amino-ethyl)-5,5-dimethyl-imidazolidin-2-oneYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[2-(5,5-Dimethyl-2-oxo-imidazolidin-1-yl)-ethyl]-carbamic acid tert-butyl ester (450 mg, 1.75 mmol) was dissolved in DCM (5 mL) and TFA (1 mL) was added. The mixture was allowed to stand for 16 h, concentrated, and purified by SCX ion exchange chromatography to give the product as a yellow oil (256 mg, 93%).

Workup

  1. concentrationconcentrated
  2. custompurified by SCX ion exchange chromatography

Sources & evidence

ORD record
ord-ce8254b17d3e4b90bdd9f6e65b5305cd
Source dataset
uspto-grants-2010_12
Patent number
US07858785B2

Reaction notes

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