Water → 3-Chloro-2-fluoro-6-nitrophenol

HRID 851082노트

반응식

HRID 851082 반응식
Cl[C:2]1[C:7]([F:8])=[C:6]([Cl:9])[CH:5]=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[OH-:13].[Na+].O>CS(C)=O>[Cl:9][C:6]1[C:7]([F:8])=[C:2]([OH:13])[C:3]([N+:10]([O-:12])=[O:11])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 2230811,3-Dichloro-2-fluoro-4-nitrobenzene

생성물 1

HCID 131885853-Chloro-2-fluoro-6-nitrophenol수율 35.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

10.5 g (0.05 mol) of 2,4-dichloro-3-fluoronitrobenzene was dissolved in 30 ml of dimethyl sulfoxide, and 8 ml of a 10% aqueous solution of sodium hydroxide was added to the mixture, followed by stirring the mixture at a temperature of 60° to 70° C. for 20 hours. After completion of the reaction, 200 ml of water was added thereto and the unreacted starting material was removed by extraction with diethyl ether. The aqueous layer was made acidic with acetic acid and extracted with diethyl ether. The ether extract was dried over sodium sulfate and the ether was distilled off. The resulting residue was purified by silica gel (100 g) column chromatography using chloroform as an eluant to provide 3,4 g (35.5% yield) of 3-chloro-2-fluoro-6-nitrophenol with m.p. 73° C.

후처리

  1. additionwas added
  2. customwas removed by extraction with diethyl ether
  3. extractionextracted with diethyl ether
  4. extractionThe ether extract
  5. dry with materialwas dried over sodium sulfate
  6. distillationthe ether was distilled off
  7. customThe resulting residue was purified by silica gel (100 g) column chromatography

출처 및 근거

ORD 기록
ord-d6f7a75693fa49ceab6e910bf9d79074
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382892

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