Nitric Acid → Ethyl 3,5-difluoro-2-nitrobenzoate

반응식

[N+:1]([O-:4])(O)=[O:2].OS(O)(=O)=O.[CH2:10]([O:12][C:13](=[O:22])[C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=1)[CH3:11]>>[CH2:10]([O:12][C:13](=[O:22])[C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[C:15]=1[N+:1]([O-:4])=[O:2])[CH3:11]

참가 물질

반응물 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid

HCID 2758826Benzoic acid, 3,5-difluoro-, ethyl ester

생성물 1

HCID 46311351Ethyl 3,5-difluoro-2-nitrobenzoate수율 80%

실험 절차

10.0 mL of conc. HNO3 at 0° C. was slowly treated with 20.0 mL of conc. H2SO4, then 7.6 g (40 mmol) of 3,5-difluoro-benzoic acid ethyl ester. The reaction mixture was warmed up to room temperature and stirred overnight. This mixture was poured into a beaker containing ice. The resulting mixture was extracted with ethyl acetate, washed with cold water and evaporated to produce 7.4 g (32 mmol, 80%) of 3,5-difluoro-2-nitro-benzoic acid ethyl ester. LCMS: 232 (M+1)+.