反応 #219723

反応方程式

3,4-dimethoxyaniline

ethyl(ethoxymethylene)cyanoacetate

→

2-cyano-3-(3,4-dimethoxyphenylamino)acrylic acid ethyl ester

収率 72.4%

溶媒

—

resultant solution

toluene

反応条件

後処理

1. 1
   その他The resultant reaction
2. 2
   温度heated to 125° C.
3. 3
   workup.STIRRINGto stir for 15 minutes
4. 4
   温度The reaction mixture was cooled to room temperature
5. 5
   濃縮concentrated in vacuo
6. 6
   その他to provide a crude residue, which
7. 7
   その他was recrystallized from EtOAc

実験手順

3,4-dimethoxyaniline (30.6 g, 200 mmol) was diluted with toluene (80 mL) and to the resultant solution was added ethyl(ethoxymethylene)cyanoacetate (33.8 g, 200 mmol). The resultant reaction was heated to 100° C. and allowed to stir at for 1 hour, then heated to 125° C. and allowed to stir for 15 minutes. The reaction mixture was cooled to room temperature and concentrated in vacuo to provide a crude residue, which was recrystallized from EtOAc to provide 2-cyano-3-(3,4-dimethoxyphenylamino)acrylic acid ethyl ester as a tan solid (40.0 g, 72%). mp 166-170° C.; MS (ES+) m/z 277.2 [M+H].

出典