Réaction #1563907

ord-e7c1e6b73dc244759bf5ece1d899bb6c

Équation de réaction

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
Rendement 95.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreAfter reaction
  2. 2
    Filtrationfiltered
  3. 3
    ExtractionThe filtrate was extracted with ethyl acetate

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09402832B2uspto-grants-2016_08