Hydrochloric Acid → 3-Chloro-5,5-dicarbomethoxy-1-pentene

HRID 866037

Reaktionsgleichung

Reaktionsgleichung von HRID 866037
[ClH:1].[CH:2]([CH:4]1[CH2:6][C:5]1([C:11]([O:13][CH3:14])=[O:12])[C:7]([O:9][CH3:10])=[O:8])=[CH2:3].[Cl-].[Al+3].[Cl-].[Cl-]>COCCOC>[Cl:1][CH:4]([CH2:6][CH:5]([C:11]([O:13][CH3:14])=[O:12])[C:7]([O:9][CH3:10])=[O:8])[CH:2]=[CH2:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 104649921,1-Dimethyl 2-ethenylcyclopropane-1,1-dicarboxylate

Produkt 1

HCID 233739513-Chloro-5,5-dicarbomethoxy-1-pentene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

400 g of 1,2-dimethoxy ethane were introduced into a 1 liter glass flask equipped with a stirrer and a thermometer and admixed with 69 g of gaseous hydrogen chloride. 184.1 g of 1-vinyl-2,2-dicarbomethoxy cyclopropane (93.7% pure, 0.937 mol) and 0.65 g of aluminum chloride were then added to the contents, and the mixture was stirred. The temperature of the mixture rose to 40° C. The reaction was allowed to go to completion by letting the mixture stand overnight. After filtering off a slight turbidity, the reaction mixture was distilled in a 70 cm column. After collecting the 1,2-dimethoxy ethane which distilled over first and became available for reuse as a solvent in subsequent batches, the target product distilled over in pure form at 87° C./0.8 mbar.

Aufarbeitung

  1. customequipped with a stirrer
  2. customrose to 40° C
  3. filtrationAfter filtering off a slight turbidity
  4. distillationthe reaction mixture was distilled in a 70 cm column
  5. customAfter collecting the 1,2-dimethoxy ethane which
  6. distillationdistilled over first and
  7. distillationthe target product distilled over in pure form at 87° C./0.8 mbar

Quellen und Nachweise

ORD-Eintrag
ord-95caa92bd34847b1b7dec0e1f9ab1fb0
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05569780

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