Acetic Anhydride → N-(2H-1,3-Benzodioxol-5-yl)acetamide

HRID 1023322

Reaktionsgleichung

Reaktionsgleichung von HRID 1023322
[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[O:2]1.[CH3:11][C:12](OC(C)=O)=[O:13].C([O-])(O)=O.[Na+]>CC(O)=O>[O:10]1[C:9]2[CH:8]=[CH:7][C:5]([NH:6][C:12](=[O:13])[CH3:11])=[CH:4][C:3]=2[O:2][CH2:1]1

Komponenten

5

Edukt 3

HCID 7918Acetic AnhydrideHCID 843101,3-Benzodioxol-5-amineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 98688N-(2H-1,3-Benzodioxol-5-yl)acetamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. customAfter reaction
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-391fc02ba34c4fab8ce9b8b59709e8d8
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722703B2

Verknüpfte Notizen

Wird geladen…