반응 #51297

반응 방정식

sodium bicarbonate

3,4-dichloroaniline

water

2-chloropropionic acid

water

→

title compound

N-(3,4-dichlorophenyl)alanine

용매

isopropanol

반응 조건

후처리

1. 1
   기타N-(3,4-dichlorophenyl)alanine was prepared
2. 2
   온도before heating
3. 3
   온도under reflux for 4-5 days
4. 4
   온도After cooling
5. 5
   기타the unreacted 3,4-dichloroaniline is removed by filtration
6. 6
   여과the resultant precipitate is filtered
7. 7
   세척washed
8. 8
   기타dried

실험 절차

Using the procedure set forth in U.S. Pat. No. 3,598,859, the disclosure of which is incorporated herein by reference in its entirety. N-(3,4-dichlorophenyl)alanine was prepared. Specifically, to a solution of 3,4-dichloroaniline (1 equivalent) (Aldrich) in isopropanol (about 500 mL per mole of 3,4-dichloroaniline) is added water (about 0.06 mL per mL of isopropanol) and 2-chloropropionic acid (2 equivalents) (Aldrich). This mixture is warmed to 40° C. and sodium bicarbonate (0.25 equivalents) is added in successive portions before heating under reflux for 4-5 days. After cooling, the reaction mixture is poured into water and the unreacted 3,4-dichloroaniline is removed by filtration. The filtrate is acidified to pH 3-4 with concentrated hydrochloric acid and the resultant precipitate is filtered, washed and dried to yield the title compound, m.p.=148-149° C.

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