Nitric Acid → 4-Methoxy-6-nitro-1,3-benzodioxole

HRID 601017

Reaktionsgleichung

Reaktionsgleichung von HRID 601017
[CH3:1][O:2][C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[N+:12]([O-])([OH:14])=[O:13]>C(OC(=O)C)(=O)C>[CH3:1][O:2][C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 5924784-Methoxybenzo[d][1,3]dioxole

Produkt 1

HCID 28250194-Methoxy-6-nitro-1,3-benzodioxoleAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

4-Methoxy-benzo[1,3]dioxole (2.03 g, 13.34 mmole) was dissolved in acetic anhydride (20 mL) and cooled in an ice bath while stirring. Nitric acid (1.5 mL) was added dropwise with an addition funnel over 30 minutes. The ice bath was removed and the mixture was stirred overnight allowing the reaction to heat up to room temperature. The mixture was poured into ice water and the product crashed out and was filtered and washed with water. The precipitate was dried under vacuum in a dessicator yielding (1.21 g, 46% yield) of 4-methoxy-6-nitro-benzo[1,3]dioxole. NMR-DMSO-d6: 7.63 (s, 1H), 7.52 (s, 1H), 6.25 (s, 2H), 3.95 (s, 3H)

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. customThe ice bath was removed
  3. stirringthe mixture was stirred overnight
  4. customthe reaction
  5. filtrationwas filtered
  6. washwashed with water
  7. customThe precipitate was dried under vacuum in a dessicator

Quellen und Nachweise

ORD-Eintrag
ord-287c8eed20904c47bfb85e1d1d14d7e9
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902239B2

Verknüpfte Notizen

Wird geladen…