Nitric Acid → 1,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene

HRID 260584

Reaktionsgleichung

Reaktionsgleichung von HRID 260584
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1([CH3:18])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH3:17])([CH3:16])[CH2:8][CH2:7]1.O>C(O)(=O)C.C(OC(=O)C)(=O)C>[N+:1]([C:13]1[CH:12]=[CH:11][C:10]2[C:9]([CH3:17])([CH3:16])[CH2:8][CH2:7][C:6]([CH3:18])([CH3:5])[C:15]=2[CH:14]=1)([O-:4])=[O:2]

Komponenten

6

Edukt 3

HCID 944Nitric AcidHCID 962WaterHCID 811861,1,4,4-Tetramethyltetralin

Produkt 1

HCID 139871261,1,4,4-Tetramethyl-6-nitro-1,2,3,4-tetrahydronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittel2×HCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

77.2 ml of glacial acetic acid and 20.8 ml of nitric acid (98% strength) were mixed while cooling and then added dropwise within 2 hours to a solution of 65.8 g (0.35 mol) of 1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene in 154 ml of glacial acetic acid and 257 ml of acetic anhydride in a salt/ice bath. After the addition was complete, the reaction mixture was warmed to room temperature and stirred overnight. The solution was then poured into water, and the precipitate was filtered off with suction, washed with water and dried. 79.7 g of crude 2-nitro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene of melting point 46°-50° C. were obtained.

Aufarbeitung

  1. temperaturewhile cooling
  2. additionAfter the addition
  3. filtrationthe precipitate was filtered off with suction
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-636c212bd395407ca76434af0ff340e6
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527945

Verknüpfte Notizen

Wird geladen…