Potassium Carbonate → N-Boc-N-methylethylenediamine

HRID 1356451Notes

Reaction equation

HRID 1356451 reaction equation
[C:1]([O:5][C:6](=[O:18])[N:7]([CH3:17])[CH2:8][CH2:9][NH:10]C(=O)C(F)(F)F)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[NH2:10][CH2:9][CH2:8][N:7]([CH3:17])[C:6](=[O:18])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 10635722Methyl-[2-(2,2,2-trifluoro-acetylamino)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 2756424N-Boc-N-methylethylenediamineYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl(methyl)[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate (1 g) in methanol (10 ml) in an ice bath was added aqueous 10% potassium carbonate (5 ml). After addition, the reaction mixture was warmed to room temperature and stirring was continued for additional 20 hr. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The insoluble material was removed by filtration and the filtrate was concentrated to obtain the titled compound (451 mg).

Workup

  1. additionAfter addition
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. customThe insoluble material was removed by filtration
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-bf33dcfdf58a4d7faa9109b1524ea199
Source dataset
uspto-grants-2003_07
Patent number
US06586475B1

Reaction notes

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