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

HRID 6507

Reaktionsgleichung

Reaktionsgleichung von HRID 6507
[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>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

5

Edukt 2

HCID 944Nitric AcidHCID 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 washed 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. washthe reaction mixture was washed to room temperature
  4. additionThe solution was then poured into water
  5. filtrationthe precipitate was filtered off with suction
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4f2ef7e7bc5d48b9b8a54d0213b449e8
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05248823

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