Nitric Acid → HCID 10703909, Verbindung

HRID 418474

Reaktionsgleichung

Reaktionsgleichung von HRID 418474
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[CH:3]=1.S(=O)(=O)(O)O.[N+:17]([O-])([OH:19])=[O:18]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[C:3]=1[N+:17]([O-:19])=[O:18]

Komponenten

4

Edukt 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 3482694-Chloro-2-methylbenzoic acid

Produkt 1

HCID 10703909HCID 10703909, Verbindung

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A round bottom flask was charged with 4-chloro-2-methylbenzoic acid (200 mg, 0.001 mol) and sulfuric acid (1 mL, 0.02 mol). Fuming nitric acid (0.05 mL, 0.001 mol) was added at −20° C. and the reaction was stirred for 1 hour at 70° C. and poured into ice cold water, whereupon the mixture of 2- and 4-nitro compounds precipitated out. The precipitate was filtered and dissolved in ethyl acetate (30 mL) and washed with saturated aqueous sodium bicarbonate solution and brine, and dried over sodium sulfate. The solvent was reduced to ¼ volume whereby the undesired isomer precipitated out. The precipitate was filtered and the filtrate was dried to afford a 1:1 mixture of isomers as a white solid.

Aufarbeitung

  1. customprecipitated out
  2. filtrationThe precipitate was filtered
  3. dissolutiondissolved in ethyl acetate (30 mL)
  4. washwashed with saturated aqueous sodium bicarbonate solution and brine
  5. dry with materialdried over sodium sulfate
  6. customprecipitated out
  7. filtrationThe precipitate was filtered
  8. customthe filtrate was dried
  9. customto afford
  10. additiona 1:1 mixture of isomers as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-e73d507498a541ee9c4d2cded8b43251
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093265B2

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