Bromoform → Dimethyl 2-bromo-2-methylmalonate

HRID 654611

Reaktionsgleichung

Reaktionsgleichung von HRID 654611
[Br:1]C(Br)(Br)Br.[CH3:6][CH:7]([C:12]([O:14][CH3:15])=[O:13])[C:8]([O:10][CH3:11])=[O:9].C(Br)(Br)Br>O1CCCC1.O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:1][C:7]([CH3:6])([C:12]([O:14][CH3:15])=[O:13])[C:8]([O:10][CH3:11])=[O:9]

Komponenten

6

Edukt 3

HCID 5558BromoformHCID 11205Carbon tetrabromideHCID 69104Dimethyl methylmalonate

Produkt 1

HCID 12681741Dimethyl 2-bromo-2-methylmalonateAusbeute 87,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3.25 g tetrabromomethane (10 mmol), 1.46 g dimethyl methylmalonate (10 mmol), and 100 mg tetra-n-butylammonium fluoride trihydrate (0.316 mmol) in 5 mL tetrahydrofuran (THF) was stirred for 10 min at 24° C. Gas chromatographic analysis of the resulting mixture showed that it contained 87% yield of both dimethyl α-bromo-α-methylmalonate (1.97 g) and bromoform (2.2 g).

Quellen und Nachweise

ORD-Eintrag
ord-2a12a76e248e475dbe388e32650d1b85
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05132475

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