Sulfuryl chloride → Ethyl 2-chloro-4-methyl-3-oxopentanoate

HRID 1058347

Reaktionsgleichung

Reaktionsgleichung von HRID 1058347
S(Cl)([Cl:4])(=O)=O.[CH2:6]([O:8][C:9](=[O:16])[CH2:10][C:11](=[O:15])[CH:12]([CH3:14])[CH3:13])[CH3:7]>ClCCl>[CH2:6]([O:8][C:9](=[O:16])[CH:10]([Cl:4])[C:11](=[O:15])[CH:12]([CH3:13])[CH3:14])[CH3:7]

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 81583Ethyl isobutyrylacetate

Produkt 1

HCID 9877606Ethyl 2-chloro-4-methyl-3-oxopentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A 1M solution of sulfuryl chloride in dichloromethane (25 mL, 25 mmol) was added to a solution of 4-methyl-3-oxopentanoic acid ethyl ester (3.95 g, 25 mmol) in dichloromethane (15 mL) cooled in a water bath. The solution was stirred at room temperature for 2 h and then the reaction mixture was washed with water (2×20 mL). Each of the aqueous layers was extracted with dichloromethane and the combined organic layers were dried (MgSO4), filtered and evaporated to give 2-chloro-4-methyl-3-oxopentanoic acid ethyl ester (5.0 g, 104% of the theoretical amount). This was used directly in the next step without purification.

Aufarbeitung

  1. temperaturecooled in a water bath
  2. washthe reaction mixture was washed with water (2×20 mL)
  3. extractionEach of the aqueous layers was extracted with dichloromethane
  4. dry with materialthe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-215555ff93dd4586b87f7ee813feddad
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06515124B2

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