Hydrochloric Acid → 3,5-Dichloro-4-pyridinecarbaldehyde oxime

HRID 1823284Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1823284
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=O.Cl.[NH2:12][OH:13].[OH-].[Na+].Cl>C(OCC)C.C(O)C.O>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=[N:12][OH:13]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 27629883,5-Dichloro-4-pyridinecarboxaldehyde

Produkt 1

HCID 1363488123,5-Dichloro-4-pyridinecarbaldehyde oximeAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

Combine 3,5-dichloropyridine-4-carboxaldehyde (2.80 g, 0.016 mol) with hydroxylamine hydrochloride (1.13 g, 0.018 mol) and ice (50 g) in an ethanol/water (30 mL/30 mL) mixture. Add aqueous sodium hydroxide (1.63 g, 0.024 mol, in 20 mL of water) dropwise and stir for 4 h near ambient temperature. Adjust the mixture to approx. pH 7.0 with aqueous hydrochloric acid and extracte with diethyl ether. Dry the combined extracts over sodium sulfate and concentrate in vacuo to give the desired crude oxime (3.00 g, 88%) as a light solid. MS(ES): (M+1)+ 190.9, 192.9 m/z.

Aufarbeitung

  1. dry with materialDry the combined extracts over sodium sulfate
  2. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e0a1c12509244b5083ccc856b89e579c
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07037921B2

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