Réaction #49941

ord-037e49102d464965acd586fc010b4458

Équation de réaction

CC(C)(C)NNC(=O)c1ccccc1
N'-t-butyl-N-benzoylhydrazine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(=O)OCCBr
bromoethyl acetate
→
CCOC(=O)CN(NC(=O)c1ccccc1)C(C)(C)C
product
Rendement 9.4%
CCOC(=O)CN(NC(=O)c1ccccc1)C(C)(C)C
N-benzoyl-N'-t-butyl-N'-(ethoxycarbonyl)methylhydrazine
Rendement 9.4%

Réactifs

CC(C)(C)NNC(=O)c1ccccc1
N'-t-butyl-N-benzoylhydrazine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(=O)OCCBr
bromoethyl acetate

Réactifs

Aucun

Solvants

O
water
CCOCC
ether
CN(C)C=O
dimethylformamide

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe organic layer was separated
  2. 2
    LavageThe organic layer was washed several times with water
  3. 3
    Séchagedried over magnesium sulfate
  4. 4
    Autreto afford an oil
  5. 5
    AutreChromatographic purification

Mode opératoire

N'-t-butyl-N-benzoylhydrazine (2.0 g), powdered potassium carbonate (5 g) and bromoethyl acetate (1.6 g) were stirred in dimethylformamide (20 ml) at 60° C. for 14 hours. The reaction mixture was diluted with water and ether, and the organic layer was separated. The organic layer was washed several times with water, dried over magnesium sulfate and rotavapped to afford an oil. Chromatographic purification gave the pure oil product (0.25 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05424333uspto-grants-1995_06