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

HRID 507509Notes

Reaction equation

HRID 507509 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 purifed by SCX ion exchange chromatography to give the product as a yellow oil (256 mg, 93%).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-a35f980edc084a6f95f4abb273fa71f4
Source dataset
uspto-grants-2010_08
Patent number
US07786132B2

Reaction notes

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