반응 #5719

반응 방정식

water

sodium methylate

dimethyl malonate

1-bromohexane

→

dimethyl n-hexylmalonate

수율 78.3%

용매

methanol

methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   workup.STIRRINGAfter stirring at 40° for 1 hour
3. 3
   온도under 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
   기타The organic phase was separated
7. 7
   추출The aqueous phase was extracted with methylene chloride
8. 8
   기타the combined organic extracts were dried
9. 9
   여과filtered
10. 10
    세척the filter cake was washed with methylene chloride
11. 11
    농축the combined filtrates were concentrated
12. 12
    workup.DISTILLATIONAfter distillation of the product there

실험 절차

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.

출처