1,2-Dibromoethane → 1,1-Cyclopropanedicarboxylic acid

HRID 1371273Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1371273
C([C:3]([CH2:10][CH3:11])([C:7]([O-:9])=[O:8])[C:4]([O-:6])=[O:5])C.BrCCBr>[OH-].[Na+].[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[C:3]1([C:7]([OH:9])=[O:8])([C:4]([OH:6])=[O:5])[CH2:10][CH2:11]1

Komponenten

5

Edukt 2

HCID 78391,2-DibromoethaneHCID 69515632,2-Diethylpropanedioate

Produkt 1

HCID 690171,1-Cyclopropanedicarboxylic acidAusbeute 50,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 66133Benzyl triethylammonium chlorideKatalysatorHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

In 50% NaOH 187 ml was dissolved 15 g of diethylmalonate at room temperature. Benzyltriethylammoniumchloride (21.3 g) was added and the resulting mixture was stirred for 10 minutes. 1,2-Dibromoethane (12.3 g) was added to the reaction solution and the resulting mixture was stirred for more than 18 hours at room temperature. The reaction mixture was neutralized by adding dropwise conc, sulfuric acid and then extracted with ethyl acetate. The extract was distilled under reduced pressure to give 6.2 g of the title compound as a white solid.

Aufarbeitung

  1. stirringthe resulting mixture was stirred for more than 18 hours at room temperature
  2. additionby adding dropwise conc
  3. extractionsulfuric acid and then extracted with ethyl acetate
  4. distillationThe extract was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-17a3fb445fef45ddb9ab1b5c58f69b03
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157448B2

Notizen zur Reaktion

Wird geladen…