반응 #215103

반응 방정식

3-methoxy-benzaldehyde

aminoacetaldehyde dimethyl acetal

3-methoxy-N-(2,2-dimethoxyethyl)benzylidenamine

methylmagnesium iodide

→

3-methoxy-α-methyl-N-(2,2-dimethoxyethyl)benzylamine

용매

water

toluene

ether

반응 조건

후처리

1. 1
   기타is collected in a Dean-Stark trap
2. 2
   온도cooled
3. 3
   기타quenched by careful addition of 250 ml
4. 4
   여과The aqueous phase was filtered through Celite
5. 5
   추출extracted with 150 ml
6. 6
   세척of ether and the combined organic phases washed
7. 7
   기타dried
8. 8
   기타evaporated

실험 절차

A solution of 13.6 g. (0.1 mole) of 3-methoxy-benzaldehyde and 10.5 g. (0.1 mole) of aminoacetaldehyde dimethyl acetal in 250 ml. of toluene is refluxed for one hour and water produced in the reaction is collected in a Dean-Stark trap. The resulting solution of 3-methoxy-N-(2,2-dimethoxyethyl)benzylidenamine is added to a solution of (0.2 mole) of methylmagnesium iodide in 250 ml. of ether over 1.5 hours. The mixture is stirred for one hour, cooled and quenched by careful addition of 250 ml. of water. The aqueous phase was filtered through Celite, extracted with 150 ml. of ether and the combined organic phases washed, dried and evaporated to yield 3-methoxy-α-methyl-N-(2,2-dimethoxyethyl)benzylamine.

출처