반응 #67939

반응 방정식

nitric acid

compound 10

4-acetylamino-5-chloro-2-methoxy-benzoic acid methyl ester

→

11

수율 91.0%

4-Acetylamino-5-chloro-2-methoxy-3-nitro-benzoic Acid Methyl Ester

수율 91.0%

용매

EtOAc

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타After separating the organic phase
3. 3
   추출the aqueous phase was extracted with EtOAc
4. 4
   세척The combined organic phases were washed with brine
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated
7. 7
   기타Drying under hv

실험 절차

Fuming nitric acid (33 mL) was added dropwise at 20° C. to compound 10 (13.0 g, 0.05 mol) over 15 min. After stirring for an additional 10 min at that temperature, the mixture was poured into ice water and EtOAc (100 mL) was added. After separating the organic phase, the aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine, dried over MgSO4 and concentrated. Drying under hv yielded 14.0 g (91%) of 11 as a beige solid. 1H NMR (300 MHz, DMSO-d6): δ 2.01 (s, 3H), 3.84 (s, 3H), 3.87 (s, 3H), 8.12 (s, 1H), 10.30 (s, 1H).

출처