Reaktion #5719

Reaktionsgleichung

water

sodium methylate

dimethyl malonate

1-bromohexane

→

dimethyl n-hexylmalonate

Ausbeute 78.3%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   workup.STIRRINGAfter stirring at 40° for 1 hour
3. 3
   Temperaturunder reflux for 2 hours, at 65°-69° for 2.5 hours
4. 4
   workup.ADDITIONwas added
5. 5
   workup.STIRRINGthe mixture was stirred
6. 6
   SonstigeThe organic phase was separated
7. 7
   ExtraktionThe aqueous phase was extracted with methylene chloride
8. 8
   Sonstigethe combined organic extracts were dried
9. 9
   Filtrationfiltered
10. 10
    Waschenthe filter cake was washed with methylene chloride
11. 11
    Einengenthe combined filtrates were concentrated
12. 12
    workup.DISTILLATIONAfter distillation of the product there

Vorschrift

350.1 g of 30 percent sodium methylate solution in methanol were diluted with 550 ml of methanol under nitrogen and while stirring. 264.2 g of dimethyl malonate were added dropwise. After warming the suspension to 40° 321.0 g of 1-bromohexane were added dropwise. After stirring at 40° for 1 hour, under reflux for 2 hours, at 65°-69° for 2.5 hours and cooling the suspension to room temperature water was added and the mixture was stirred. The organic phase was separated. The aqueous phase was extracted with methylene chloride, the combined organic extracts were dried and filtered, the filter cake was washed with methylene chloride and the combined filtrates were concentrated. After distillation of the product there were obtained 329.3 g (78.3%) of dimethyl n-hexylmalonate.

Quelle