4-Nitrosalicylic acid → 2-Hydroxy-4-nitrobenzyl alcohol

HRID 335572

Reaktionsgleichung

Reaktionsgleichung von HRID 335572
[N+:1]([C:4]1[CH:5]=[C:6]([OH:13])[C:7](=[CH:11][CH:12]=1)[C:8](O)=[O:9])([O-:3])=[O:2]>C1COCC1>[OH:9][CH2:8][C:7]1[CH:11]=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=1[OH:13]

Komponenten

3

Edukt 1

HCID 692664-Nitrosalicylic acid

Produkt 1

HCID 118160942-Hydroxy-4-nitrobenzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

10.0 g (54.6 mmol) of 4-nitrosalicylic acid are initially charged in 100 ml of THF. With ice-cooling, 109 ml of 1 M borane/THF complex are added, and the mixture is stirred at RT overnight. The mixture is concentrated and the precipitate is filtered off with suction. The solid is dissolved in ethyl acetate and dried over magnesium sulfate. After concentration and drying under high vacuum, the title compound is directly reacted further.

Aufarbeitung

  1. temperatureWith ice-cooling
  2. addition109 ml of 1 M borane/THF complex are added
  3. concentrationThe mixture is concentrated
  4. filtrationthe precipitate is filtered off with suction
  5. dissolutionThe solid is dissolved in ethyl acetate
  6. dry with materialdried over magnesium sulfate
  7. concentrationAfter concentration
  8. customdrying under high vacuum
  9. customthe title compound is directly reacted further

Quellen und Nachweise

ORD-Eintrag
ord-233a740a673244c8a19524f936c63ad0
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08884017B2

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