Reaction #62390

ord-fc6875eeb4de43a8bab93f777795ac96

Reaction equation

CNN
methyl hydrazine
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
di-tert-butyldicarbonate
→
CN(N)C(=O)OC(C)(C)C
title compound
CN(N)C(=O)OC(C)(C)C
N-Methyl-hydrazine carboxylic acid tert-butyl ester

Reactants

CNN
methyl hydrazine
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
di-tert-butyldicarbonate

Reagents

None

Solvents

CCO
ethanol
CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturecooling
  2. 2
    workup.STIRRINGAfter stirring at room temperature for 7 hours
  3. 3
    Otherthe solvent was evaporated

Procedure

10 mL of methyl hydrazine was dissolved in 90 mL of ethanol, and under stirring at ice-cooling, a solution of 41 g of di-tert-butyldicarbonate in 90 mL of ethanol was added dropwise over 45 minutes. After stirring at room temperature for 7 hours, the solvent was evaporated, to afford 24.7 g of the title compound as a colorless oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429609B2uspto-grants-2008_09