반응 #565306

반응 방정식

ethyl acetate

acetic acid

acetic acid

HCl

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

→

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

수율 72.7%

용매

ethanol

반응 조건

후처리

1. 1
   온도was refluxed
2. 2
   workup.ADDITIONwas added
3. 3
   온도A proper cooling
4. 4
   기타a safe gas separation
5. 5
   기타During the first reaction step a very strong exothermic gas release
6. 6
   온도while refluxing
7. 7
   여과the Fe salts were suction-filtered
8. 8
   세척The salts were then washed with 1.9 L of ethyl acetate
9. 9
   workup.STIRRINGWhile stirring
10. 10
    workup.STIRRINGwhile stirring
11. 11
    여과The precipitate was suction-filtered
12. 12
    세척washed with ethyl acetate
13. 13
    기타After drying at 40° C

실험 절차

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.)

출처