Sulfuryl chloride → 4-Chloro-2-(n-propoxyimino)acetoacetic acid methyl ester

HRID 653296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653296
[CH3:1][O:2][C:3](=[O:13])[C:4](=[N:8][O:9][CH2:10][CH2:11][CH3:12])[C:5]([CH3:7])=[O:6].S(Cl)([Cl:17])(=O)=O>C(O)(=O)C>[CH3:1][O:2][C:3](=[O:13])[C:4](=[N:8][O:9][CH2:10][CH2:11][CH3:12])[C:5]([CH2:7][Cl:17])=[O:6]

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 54207568HCID 54207568, Verbindung

Produkt 1

HCID 542547764-Chloro-2-(n-propoxyimino)acetoacetic acid methyl esterAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of 7.4 g of 2-(n-propoxyimino)acetoacetic acid methyl ester in 7.4 ml of acetic acid is added 5.5 g of sulfuryl chloride, and the mixture is stirred for 10 minutes at 40° C., then for 6 hours at room temperature. The reaction solution is poured into 100 ml of ice-water, and subjected to extraction twice with chloroform. The extract is washed with an aqueous solution of sodium chloride, and aqueous solution of sodium bicarbonate and water in this order, and dried over anhydrous sodium sulfate. The solvent is evaporated under reduced pressure to yield 8.2 g (94%) of 4-chloro-2-(n-propoxyimino)acetoacetic acid methyl ester as a pale yellow oily product.

Aufarbeitung

  1. waitfor 6 hours at room temperature
  2. extractionsubjected to extraction twice with chloroform
  3. washThe extract is washed with an aqueous solution of sodium chloride, and aqueous solution of sodium bicarbonate and water in this order
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec75cdecea0f4c77bbd537747223f951
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04675397

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