Dichloromethane → Methyl 2-chloro-4,4-dimethoxy-3-oxopentanoate

HRID 1948360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1948360
[CH3:1][O:2][C:3]([O:12][CH3:13])([CH3:11])[C:4](=[O:10])[CH2:5][C:6]([O:8][CH3:9])=[O:7].C(Cl)[Cl:15]>>[Cl:15][CH:5]([C:4](=[O:10])[C:3]([O:2][CH3:1])([O:12][CH3:13])[CH3:11])[C:6]([O:8][CH3:9])=[O:7]

Komponenten

3

Edukt 2

HCID 6344DichloromethaneHCID 5076552Methyl 4,4-dimethoxy-3-oxopentanoate

Produkt 1

HCID 59208484Methyl 2-chloro-4,4-dimethoxy-3-oxopentanoate

Versuchsvorschrift

SO2Cl2 (2.2 ml, 27 mmol) was added slowly to a solution of 5.0 g (26 mmol) of methyl 4,4-dimethoxy-3-oxopentanoate in 30 ml CH2Cl2 cooled in an ice water bath. The solution was warmed to room temperature and stirred for 1 h. Solvent was removed and the residue was taken up in EtOAc, which was washed with water and brine. Drying (MgSO4) and removal of solvent gave 6.1 g of an oil. NMR: (CDCl3): 1.5 (s, 3H), 3.25 (2s, 6H), 4.8 (s, 3H), 5.3 (s, 1H).

Aufarbeitung

  1. temperaturecooled in an ice water bath
  2. customSolvent was removed
  3. washwhich was washed with water and brine
  4. customDrying
  5. custom(MgSO4) and removal of solvent

Quellen und Nachweise

ORD-Eintrag
ord-91090372fce14ae09617144ab9b3b6dc
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399489B2

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