Reacción #1563907

ord-e7c1e6b73dc244759bf5ece1d899bb6c

Ecuación de reacción

O=C([O-])O.[Na+]
NaHCO3
Nc1ccc2c(c1)OCO2
3,4-(Methylenedioxy)aniline
CC(=O)OC(C)=O
Ac2O
CC(=O)Nc1ccc2c(c1)OCO2
N-(benzo[d][1,3]dioxol-5-yl)acetamide
Rendimiento 95.0%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter reaction
  2. 2
    Filtraciónfiltered
  3. 3
    ExtracciónThe filtrate was extracted with ethyl acetate

Procedimiento

To a solution of 3,4-(Methylenedioxy)aniline (8 g, 58.3 mmol) in AcOH (120 ml) was added Ac2O (48 mL). The mixture was stirred for overnight. After reaction, the mixture was poured into saturated NaHCO3 solution, and then filtered. The filtrate was extracted with ethyl acetate to give N-(benzo[d][1,3]dioxol-5-yl)acetamide (10 g, 95%). LCMS: 180[M+1]+; 1H NMR (DMSO-d6) δ 2.0 (s, 3H), 5.96 (s, 2H), 6.82 (d, 1H, J=8.1 Hz), 6.91 (d, 1H, J=2.1 Hz), 7.30 (d, 1H, J=1.8 Hz), 9.84 (s, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09402832B2uspto-grants-2016_08