Sulfuryl chloride → Ethyl 2-chloro-3-oxo-4-phenylbutyrate

HRID 1173779

Reaktionsgleichung

Reaktionsgleichung von HRID 1173779
[O:1]=[C:2]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].S(Cl)([Cl:19])(=O)=O>C(Cl)Cl>[Cl:19][CH:3]([C:2](=[O:1])[CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 225855Ethyl 3-oxo-4-phenylbutanoate

Produkt 1

HCID 11601176Ethyl 2-chloro-3-oxo-4-phenylbutyrateAusbeute 86,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Ethyl 3-oxo-4-phenylbutyrate (4.8 g, 23 mmol) and methylene chloride (48 ml) were mixed, and sulfuryl chloride (3.1 g, 1 equivalent) was gradually added thereto dropwise. After the addition, the mixture was stirred at 20° C. for 1 hour. The reaction mixture was concentrated under reduced pressure, and saturated aqueous solution of sodium hydrogencarbonate (10 ml) was added, and extraction was carried out with ethyl acetate (20 ml). The solvent was evaporated away under reduced pressure and drying was carried out in vacuum to obtain the title compound as a yellow oil (4.8 g, yield: 86%).

Aufarbeitung

  1. additionAfter the addition
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and saturated aqueous solution of sodium hydrogencarbonate (10 ml)
  3. additionwas added
  4. extractionextraction
  5. customThe solvent was evaporated away under reduced pressure
  6. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-e6baa6b5b8594ff7abbfbb4adeb29779
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834190B2

Verknüpfte Notizen

Wird geladen…