O-(propan-2-yl)hydroxylamine hydrochloride → 4-(Isopropoxyiminomethyl)-2,5-dimethylaniline

HRID 2194338

Reaktionsgleichung

Reaktionsgleichung von HRID 2194338
[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][C:5]([CH:6]=O)=[C:4]([CH3:11])[CH:3]=1.Cl.[CH:13]([O:16][NH2:17])([CH3:15])[CH3:14]>CO>[CH:13]([O:16][N:17]=[CH:6][C:5]1[C:4]([CH3:11])=[CH:3][C:2]([NH2:1])=[C:9]([CH3:10])[CH:8]=1)([CH3:15])[CH3:14]

Komponenten

4

Edukt 2

HCID 12696235O-(propan-2-yl)hydroxylamine hydrochlorideHCID 552846924-Amino-2,5-dimethylbenzaldehyde

Produkt 1

HCID 749325394-(Isopropoxyiminomethyl)-2,5-dimethylanilineAusbeute 80,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

0.32 g (2.10 mmol) of 4-amino-2,5-dimethylbenzaldehyde is initially charged in 10 ml of methanol, 0.31 g (2.73 mmol) of O-isopropyl hydroxylamine hydrochloride is added at room temperature and the reaction mixture is heated under reflux for 6 h. The mixture is then concentrated using a rotary evaporator, the residue is taken up in dichloromethane, extracted twice with water, dried over Na2SO4 and freed from the solvent under reduced pressure. This gives 0.35 g of product (purity 98.0%, yield 79.1%, log P (pH 2.3)=2.77).

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 6 h
  3. concentrationThe mixture is then concentrated
  4. customa rotary evaporator
  5. extractionextracted twice with water
  6. dry with materialdried over Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-1f83ae8868ab4bf4938678b1de41c0f2
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08334237B2

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