反応 #1934

反応方程式

3,4-dichlorobenzaldehyde

cyanotrimethylsilane

2-(methylamino)ethanol

→

expected product

2-(3,4-Dichlorophenyl)-2-[N-(2-hydroxyethyl)-N-methylamino]acetonitrile

溶媒

MeOH

反応条件

後処理

1. 1
   温度is cooled in an ice bath
2. 2
   温度the reaction mixture is heated at 60° C. for 2 hours
3. 3
   workup.WAITAfter one night at RT
4. 4
   濃縮it is concentrated under vacuum
5. 5
   抽出the residue is extracted with ether
6. 6
   洗浄the organic phase is washed with water
7. 7
   乾燥dried over MgSO4
8. 8
   ろ過filtered
9. 9
   workup.ADDITIONThe filtrate is acidified to pH 1 by the addition of a saturated solution of hydrochloric acid in ether, acetone
10. 10
    workup.ADDITIONis added
11. 11
    workup.STIRRINGthe mixture is stirred until crystallization

実験手順

A mixture of 10 g of 3,4-dichlorobenzaldehyde and 9.5 ml of cyanotrimethylsilane is cooled in an ice bath, 0.01 g of zinc iodide is added and the mixture is stirred for 15 minutes at RT. A solution of 4.5 g of 2-(methylamino)ethanol in 50 ml of MeOH is then added and the reaction mixture is heated at 60° C. for 2 hours. After one night at RT, it is concentrated under vacuum, the residue is extracted with ether and the organic phase is washed with water, dried over MgSO4 and filtered. The filtrate is acidified to pH 1 by the addition of a saturated solution of hydrochloric acid in ether, acetone is added and the mixture is stirred until crystallization occurs. This gives 15 g of the expected product after wringing of the crystals formed. M.p.=130° C.

出典