Acetic Acid → 1-Acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethyl-7-nitroindoline

HRID 1531974노트

반응식

HRID 1531974 반응식
S(=O)(=O)(O)[OH:2].[N+:6]([O-:9])(O)=[O:7].[C:10]([N:13]1[C:21]2[C:16](=[C:17]([CH3:24])[C:18]([Br:23])=[C:19]([CH3:22])[CH:20]=2)[CH:15]([CH2:25][C:26](=[C:30]=[O:31])OCC)[CH2:14]1)(=[O:12])[CH3:11].[CH3:32][C:33](O)=O>>[C:10]([N:13]1[C:21]2[C:16](=[C:17]([CH3:24])[C:18]([Br:23])=[C:19]([CH3:22])[C:20]=2[N+:6]([O-:9])=[O:7])[CH:15]([CH2:25][CH2:26][C:30]([O:31][CH2:32][CH3:33])=[O:2])[CH2:14]1)(=[O:12])[CH3:11]

참가 물질

5

반응물 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 867565351-Acetyl-5-bromo-3-(2-ethoxy-carbonylethyl)-4,6-dimethylindoline

생성물 1

HCID 222473011-Acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethyl-7-nitroindoline

실험 절차

To a mixture of AcOH (10 ml), conc. sulfuric acid (10 ml) and nitric acid (0.55 ml) was added by portions 1-acetyl-5-bromo-3-(2-ethoxy-carbonylethyl)-4,6-dimethylindoline (3.0 g) at 0° C., and the mixture was stirred at the same temperature for 5 hr. The reaction mixture was poured into ice water and extracted with CHCl3 (100 ml). After washing with water, the mixture was dried over anhydrous sodium sulfate. CHCl3 was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: CHCl3/MeOH=50/1−10/1) to give 2.7 g of 1-acetyl-5-bromo-3-(2-ethoxycarbonylethyl)-4,6-dimethyl-7-nitroindoline.

후처리

  1. extractionextracted with CHCl3 (100 ml)
  2. washAfter washing with water
  3. dry with materialthe mixture was dried over anhydrous sodium sulfate
  4. customCHCl3 was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: CHCl3/MeOH=50/1−10/1)

출처 및 근거

ORD 기록
ord-2b96d873fb67480bb4f40c60b4cb51f5
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06200988B1

반응 노트

불러오는 중…