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HRID 991261Erstellt: 27. Oktober 2026

1,2-Dichloroethane → 1,1-Cyclopropanedicarboxylic acid, 1,1-dimethyl ester

https://huagongshe.com/reaction/991261

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktDimethyl malonateHCID 7943—
EduktPotassium CarbonateHCID 11430—
Edukt4-Methylpentane-1,2-diolHCID 91171—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelWaterHCID 962—
Produkt1,1-Cyclopropanedicarboxylic acid, 1,1-dimethyl esterHCID 276953996,3%

Reaktionsschritte

450.3 g of 1,2-dichloroethane (4.55 mol), 15.5 g of polyethylene glycol dimethyl ether (mean molar mass 250 g/mol) and 168.0 g of potassium carbonate (1.2 mol) were initially introduced, and the reaction mixture was heated until the 1,2-dichloroethane refluxes. 118.9 g of dimethyl malonate (0.9 mol) and 1.25 g of tetrabutylammonium bromide (3.88 mmol) were then added at the boil. The mixture was stirred using a finely dispersing stirrer (Ultra Turrax) for 6 hours. Water formed during the reaction was removed by azeotropic distillation with 1,2-dichloroethane throughout the reaction. Further work-up was carried out analogously to Comparative Example 2. The yield was 96.3%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06462224B2
Quelldatensatzuspto-grants-2002_10
ORD IDord-1c99b871a71c46c6bb89c2767bc3272b
Quellennotizuspto-grants-2002_10