Nitric Acid → 2,2-Dimethyl-5-nitro-1,3-benzodioxole

HRID 745581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745581
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1([CH3:15])[O:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[O:7]1>C(O)(=O)C>[CH3:5][C:6]1([CH3:15])[O:7][C:8]2[CH:14]=[CH:13][C:12]([N+:1]([O-:4])=[O:2])=[CH:11][C:9]=2[O:10]1

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 2858692,2-dimethyl-2H-1,3-benzodioxole

Produkt 1

HCID 2330662,2-Dimethyl-5-nitro-1,3-benzodioxoleAusbeute 33,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

24 ml of nitric acid (d=1.4) in 60 ml of glacial acetic acid were added dropwise at 15°-20° C. to 39.0 g of 2,2-dimethyl-1,3-benzodioxole in 200 ml of glacial acetic acid. After stirring at room temperature for 3 hours, the mixture was poured into ice/water and extracted twice with 1 l of methylene chloride. The organic phase was washed neutral with water, dried over sodium sulfate and evaporated in vacuo. The residue, recrystallized from methanol, gave 17.0 g (33.5% of theory) of 2,2-dimethyl-5-nitro-1,3-benzodioxole of melting point 88°-90° C.

Aufarbeitung

  1. extractionextracted twice with 1 l of methylene chloride
  2. washThe organic phase was washed neutral with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue, recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-67593faaab3e4a9b90f1d5aad111d973
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04599347

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