Hydrochloric Acid → 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide

HRID 342183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 342183
CO.[OH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=[N:16][O:17][CH3:18])[C:12]([NH:14][CH3:15])=[O:13].Cl.CON=C(C1C=CC=CC=1COC1CCCCO1)C(NC)=O>[Cl-].[Na+].O>[OH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=[N:16][O:17][CH3:18])[C:12]([NH:14][CH3:15])=[O:13]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 53869643HCID 53869643, VerbindungHCID 867535212-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide Methanol

Produkt 1

HCID 544725602-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamideAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

Preparation of 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide Methanol (2 ml) and a 36% aqueous hydrochloric acid solution (0.01 g, 0.0001 mol) were added to an E/Z mixture of 2-methoxyimino-N-methyl-2-[2-(2-tetrahydropyranyloxymethyl)phenyl]acetamide (0.31 g, 0.001 mol), and the mixture was stirred at room temperature for 30 minutes. After completion of the reaction, half-saturated brine (80 ml) was added, and the mixture was extracted with dichloromethane (50 ml) twice. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to obtain 2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methylacetamide (0.21 g, Yield: 94.6%, E/Z=97/3) as colorless crystals.

Aufarbeitung

  1. additionwas added
  2. extractionthe mixture was extracted with dichloromethane (50 ml) twice
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-d815929c9aa1476199258f8bb96ef56a
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05856573

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