Reaktion #1563907

ord-e7c1e6b73dc244759bf5ece1d899bb6c

Reaktionsgleichung

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
Ausbeute 95.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter reaction
  2. 2
    Filtrationfiltered
  3. 3
    ExtraktionThe filtrate was extracted with ethyl acetate

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09402832B2uspto-grants-2016_08