反応 #565307

反応方程式

ethyl acetate

acetic acid

acetic acid

HCl

2-methyl-N-(4-nitro phenyl) acrylamide

→

N-(4-amino phenyl)-2-methyl acrylamide hydrochloride

収率 72.7%

溶媒

ethanol

反応条件

後処理

1. 1
   温度was refluxed
2. 2
   workup.ADDITIONwas added
3. 3
   温度A proper cooling
4. 4
   その他a safe gas separation
5. 5
   その他During the first reaction step a very strong exothermic gas release
6. 6
   温度while refluxing
7. 7
   ろ過the Fe salts were suction-filtered
8. 8
   洗浄The salts were then washed with 1.9 L of ethyl acetate
9. 9
   workup.STIRRINGWhile stirring
10. 10
    workup.STIRRINGwhile stirring
11. 11
    ろ過The precipitate was suction-filtered
12. 12
    洗浄washed with ethyl acetate
13. 13
    その他After drying at 40° C

実験手順

A mixture of 114 g of 2-methyl-N-(4-nitro phenyl) acrylamide (=0.55 mol) and 92.6 g of Fe powder (=1.65 mol=3 mol equiv.) in 420 ml of ethanol was refluxed. Upon refluxing 400 ml of acetic acid (=6.6 mol=12 mol equiv.) was added. A proper cooling and a safe gas separation were ensured. During the first reaction step a very strong exothermic gas release occurred. After completing of the addition of acetic acid, stirring while refluxing was continued for 60 min. After TLC inspection 300 ml of ethyl acetate was added and the Fe salts were suction-filtered. The salts were then washed with 1.9 L of ethyl acetate. While stirring, 138 ml of HCl conc. (1.65 mol=3 equiv.) was added to the filtrate. The mixture was cooled to 5° C. while stirring. The precipitate was suction-filtered and washed with ethyl acetate. After drying at 40° C. 85 g of N-(4-amino phenyl)-2-methyl acrylamide hydrochloride was obtained (i.e. 72% versus 117 g theor.)

出典