反応 #431759

反応方程式

2-cyanomethyl-4,6-dimethoxypyrimidine

hydrogen chloride

hydrogen chloride

methanol

diethyl ether

→

Methyl (4,6-dimethoxypyrimidin-2-yl)acetate

溶媒

methyl acetate

methyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONthe dropwise addition
2. 2
   ろ過the precipitate is filtered off with suction under nitrogen
3. 3
   洗浄The residue is washed with ether
4. 4
   ろ過filtered off with suction
5. 5
   その他until dry
6. 6
   workup.ADDITIONThis gives 31.5 g of the imidomethyl ester hydrochloride of melting point 110°-112° C., to which 250 ml of water are added
7. 7
   workup.STIRRINGthe mixture is stirred for 4 hours at 40° C
8. 8
   温度The mixture is cooled to room temperature
9. 9
   抽出extracted four times
10. 10
    乾燥The organic phase is dried over magnesium sulfate
11. 11
    workup.DISTILLATIONthe solvent is distilled off
12. 12
    workup.DISTILLATIONThis gives 19.5 g of methyl (4,6-dimethoxypyrimidin-2-yl)acetate of boiling point 110° C./0.04 mbar (ball tube distillation)

実験手順

A powerful stream of hydrogen chloride gas is passed for 15 minutes into a solution of 230 ml of methyl acetate and 6.4 ml of methanol, at 0° C. to 10° C. 23.8 g of 2-cyanomethyl-4,6-dimethoxypyrimidine in 250 ml of methyl acetate are now added dropwise while more hydrogen chloride is passed in, and the passing-in of gas is stopped when the dropwise addition is complete, and stirring is continued for 5 hours at 10° C. to 15° C. 200 ml of absolute diethyl ether are added, the mixture is cooled to 5° C., and the precipitate is filtered off with suction under nitrogen. The residue is washed with ether and filtered off with suction until dry. This gives 31.5 g of the imidomethyl ester hydrochloride of melting point 110°-112° C., to which 250 ml of water are added, and the mixture is stirred for 4 hours at 40° C. The mixture is cooled to room temperature and extracted four times using four 150 ml portions of diethyl ether. The organic phase is dried over magnesium sulfate, and the solvent is distilled off. This gives 19.5 g of methyl (4,6-dimethoxypyrimidin-2-yl)acetate of boiling point 110° C./0.04 mbar (ball tube distillation).

出典