Nitric Acid → 1-Chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrobenzene

HRID 1432765노트

반응식

HRID 1432765 반응식
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:22])([F:21])[F:20])=[CH:14][C:13]=2[Cl:23])[CH:7]=1>>[Cl:5][C:6]1[CH:7]=[C:8]([C:12]2[C:13]([Cl:23])=[CH:14][C:15]([C:19]([F:22])([F:20])[F:21])=[CH:16][C:17]=2[Cl:18])[CH:9]=[CH:10][C:11]=1[N+:1]([O-:4])=[O:2]

참가 물질

3

반응물 2

HCID 944Nitric AcidHCID 221709261-Chloro-3-(2,6-dichloro-4-trifluoromethylphenyl)benzene

생성물 1

HCID 221709381-Chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrobenzene수율 52.6%

반응 조건

온도
5 °C

실험 절차

To 50 ml of fuming nitric acid, 5.0 g (15.4 mmol) of 1-chloro-3-(2,6-dichloro-4-trifluoromethylphenyl)benzene was added dropwise at −30° C. After 15 minutes of stirring at the same temperature, the reaction mixture was warmed to 5° C., poured into about 200 ml of ice-cold water and extracted with 100 ml of diethyl ether twice. The diethyl ether layer was washed with 200 ml of water twice and dried over anhydrous magnesium sulfate, and the diethyl ether was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 3.0 g of 1-chloro-5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrobenzene (yield 52.6%) as a pale yellow liquid (nD20 1.5744), which was used in Example 8 (2) as the starting material.

후처리

  1. extractionextracted with 100 ml of diethyl ether twice
  2. washThe diethyl ether layer was washed with 200 ml of water twice
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe diethyl ether was distilled off under reduced pressure
  5. customPurification of the residue by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5c2a958de4b94f66930e3c59acdd4e09
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612105B2

반응 노트

불러오는 중…