Acetone → 1,3-Dimethyl 2-(propan-2-ylidene)propanedioate

HRID 1974438Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1974438
[C:1]([O:8][CH3:9])(=[O:7])[CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH3:10][C:11]([CH3:13])=O.O>C(OC(=O)C)(=O)C.[Cl-].[Zn+2].[Cl-]>[C:11](=[C:2]([C:1]([O:8][CH3:9])=[O:7])[C:3]([O:5][CH3:6])=[O:4])([CH3:13])[CH3:10]

Komponenten

6

Edukt 3

HCID 180AcetoneHCID 962WaterHCID 7943Dimethyl malonate

Produkt 1

HCID 51620841,3-Dimethyl 2-(propan-2-ylidene)propanedioate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

A solution of 51 grams (0.39 mol) of dimethyl malonate, 30 grams of acetone, and 2.5 grams of zinc chloride in 50 mL of acetic anhydride was refluxed with stirring for 24 hours. The solution was poured into ice and water, then extracted with 200 mL of dichloromethane. The organic phase was washed 2×150 mL water, dried over sodium sulfate and concentrated to a brown oil. After two distillations the 41 gram fraction collected at 25°-34° C. (0.1 mm Hg) gave satisfactory analytical for dimethyl isopropylidenemalonate.

Aufarbeitung

  1. extractionextracted with 200 mL of dichloromethane
  2. washThe organic phase was washed 2×150 mL water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to a brown oil
  5. distillationAfter two distillations the 41 gram fraction collected at 25°-34° C. (0.1 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-8ec5d3ea36424554b5aca9e8f7f9ab82
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05283165

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