反応 #5719

反応方程式

water

sodium methylate

dimethyl malonate

1-bromohexane

→

dimethyl n-hexylmalonate

収率 78.3%

溶媒

methanol

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   workup.STIRRINGAfter stirring at 40° for 1 hour
3. 3
   温度under 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
   その他The organic phase was separated
7. 7
   抽出The aqueous phase was extracted with methylene chloride
8. 8
   その他the combined organic extracts were dried
9. 9
   ろ過filtered
10. 10
    洗浄the filter cake was washed with methylene chloride
11. 11
    濃縮the combined filtrates were concentrated
12. 12
    workup.DISTILLATIONAfter distillation of the product there

実験手順

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.

出典