Methanol → 2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid methyl ester

반응식

S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:7]=[C:8]([CH:18]([CH3:22])[C:19]([OH:21])=[O:20])[CH:9]=[CH:10][C:11]=1[N:12]1[CH:16]=[C:15]([Cl:17])[CH:14]=[N:13]1.[CH3:23]O>>[CH3:23][O:20][C:19](=[O:21])[CH:18]([C:8]1[CH:9]=[CH:10][C:11]([N:12]2[CH:16]=[C:15]([Cl:17])[CH:14]=[N:13]2)=[C:6]([Cl:5])[CH:7]=1)[CH3:22]

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 203034102-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid

생성물 1

HCID 544539792-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid methyl ester수율 86.9%

실험 절차

100 ml of thionyl chloride are added to 28.51 g (0.1 mole) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid and heated to the boil for half an hour. The solution is concentrated in a vacuum, and 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid chloride is thus obtained. 500 ml of absolute methanol are added; and, again, heating to the boil for half an hour and concentrating are effected, followed by taking up in benzene, washing with water and sodium hydrogen carbonate solution, drying of the organic solution and distilling to produce 26 g (86.9% of theory) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid methyl ester (b.p. 126° to 127° C./10-2 mm Hg).