Reacción #1882290

ord-548fb378cca44d19b7489825178c8f1d

Ecuación de reacción

Cc1ccccc1C(=O)O
2-methylbenzoic acid
CCN=C=NCCCN(C)C.Cl
EDCl
CN(C)O.Cl
dimethylhydroxylamine hydrochloride
CON(C)C(=O)c1ccccc1C
N-methoxy-N,2-dimethylbenzamide
Rendimiento 80.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe reaction mixture is then filtered
  2. 2
    workup.ADDITIONThe filtrate is diluted with EtOAc
  3. 3
    Lavadowashed with water, 10% NaHSO4 and brine
  4. 4
    SecadoThe solution is dried over Na2SO4
  5. 5
    Otrothe solvent is evaporated

Procedimiento

To a premixed solution of 2-methylbenzoic acid (7.5 mmol), EDCl (1.5 mmol) and DMAP (3.0 mmol) in DMA 40 mL and DCM 13 mL is added dimethylhydroxylamine hydrochloride (1.5 mmol). The reaction is stirred at room temperate over night. The reaction mixture is then filtered. The filtrate is diluted with EtOAc and washed with water, 10% NaHSO4 and brine. The solution is dried over Na2SO4 and the solvent is evaporated. A light yellow oil N-methoxy-N,2-dimethylbenzamide is obtained in 80% yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07026339B2uspto-grants-2006_04