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

HRID 1903156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903156
[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-c17e5d9ca5834c579eaf6b2cb780d31b
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04435406

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