Hydroxyamine hydrochloride → 5-Tert-butyl-2-hydroxyl-3-nitro-benzonitrile

HRID 1181925Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1181925
[C:1]([C:5]1[CH:6]=[C:7]([N+:14]([O-:16])=[O:15])[C:8]([OH:13])=[C:9]([CH:12]=1)[CH:10]=O)([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:18]O.C([O-])=O.[Na+]>C(O)=O.O>[C:1]([C:5]1[CH:6]=[C:7]([N+:14]([O-:16])=[O:15])[C:8]([OH:13])=[C:9]([CH:12]=1)[C:10]#[N:18])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 2723810Sodium FormateHCID 7172095HCID 7172095, Verbindung

Produkt 1

HCID 589806535-Tert-butyl-2-hydroxyl-3-nitro-benzonitrileAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 284Formic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The above aldehyde (1.4 g, 6.3 mmol), hydroxylamine hydrochloride (0.438 g, 6.3 mmol), and sodium formate (0.771 g, 11.3 mmol) in formic acid (20 mL) were heated overnight, at reflux, then cooled to room temperature. The reaction was diluted with water, and the resulting precipitate was filtered. The solid was taken up in ether, dried over Na2SO4, filtered and concentrated in vacuo to yield 5-tert-butyl-2-hydroxyl-3-nitro-benzonitrile (1.21 g, 87%) as a yellow solid.

Aufarbeitung

  1. temperatureat reflux
  2. filtrationthe resulting precipitate was filtered
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dc4d71ae3b8c4dc18fed4ba13aafebe8
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07285545B2

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