Dimethylformamide → 2-(3-Chlorophenoxymethyl)-alpha-methoxyiminobenzyl chloride

HRID 1004349Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1004349
[Cl:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[CH3:9]N(C)C=O.C(=O)([O-])[O-].[K+].[K+].[CH3:20][O:21][N:22]=[C:23]([Cl:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CCOCC>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:9][C:29]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:23]([Cl:30])=[N:22][O:21][CH3:20]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 79333-ChlorophenolHCID 11430Potassium CarbonateHCID 85442083alpha-Methoxyiminobenzyl chloride

Produkt 1

HCID 544326462-(3-Chlorophenoxymethyl)-alpha-methoxyiminobenzyl chlorideAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

3-Chlorophenol (3.09 g, 0.024 mol), N,N-dimethylformamide (20 ml) and potassium carbonate (4.15 g, 0.03 mol) were added to 2-chloromethyl-(α-methoxyiminobenzyl chloride (4.36 g, 0.02 mol), and the mixture was stirred at room temperature for 4 days. After completion of the reaction, ether (250 ml) was added, and the mixture was washed with brine (200 ml) twice. The ether layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give 2-(3-chlorophenoxymethyl)-α-methoxyiminobenzyl chloride (5.66 g, 91.2%) as a colorless oil.

Aufarbeitung

  1. additionwas added
  2. washthe mixture was washed with brine (200 ml) twice
  3. dry with materialThe ether layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a5b8089be2084b34adfe96721c613871
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048885

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