N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline → 4-Amino-2,6-Dinitrotoluene

HRID 618255

Reaktionsgleichung

Reaktionsgleichung von HRID 618255
C(OC([NH:8][C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[C:12]([CH3:18])=[C:11]([N+:19]([O-:21])=[O:20])[CH:10]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[CH3:18][C:12]1[C:13]([N+:15]([O-:17])=[O:16])=[CH:14][C:9]([NH2:8])=[CH:10][C:11]=1[N+:19]([O-:21])=[O:20]

Komponenten

3

Edukt 1

HCID 18789671N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline

Produkt 1

HCID 295744-Amino-2,6-DinitrotolueneAusbeute 47,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A mixture of N-t-butyloxycarbonyl-3,5-dinitro-4-methylaniline (7.8 g, from above) and trifluoroacetic acid (100 mL) was stirred at room temperature for 15 min. After evaporation of the solvent under reduced pressure, the residue was taken up in ethyl acetate (100 mL), washed with saturated sodium bicarbonate solution, half-saturated sodium chloride solution, and dried over magnesium sulfate. After evaporation of the solvent, the residue was purified by flash column chromatography on silica gel eluting with acetone:hexane (1:3) to give 4-methyl-3,5-dinitro-phenylamine (2.45 g).

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure
  2. washwashed with saturated sodium bicarbonate solution, half-saturated sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. customAfter evaporation of the solvent
  5. customthe residue was purified by flash column chromatography on silica gel eluting with acetone:hexane (1:3)

Quellen und Nachweise

ORD-Eintrag
ord-0f86b88d69c74c7798a463364e738130
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952362

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