Chlorosuccinimide → 4-Chloro-2-methyl-3-nitrophenol

HRID 618214노트

반응식

HRID 618214 반응식
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:11].[Cl:12]N1C(=O)CCC1=O.FC(F)(F)S(O)(=O)=O>C(#N)C.C(OCC)C>[Cl:12][C:6]1[CH:5]=[CH:4][C:3]([OH:11])=[C:2]([CH3:1])[C:7]=1[N+:8]([O-:10])=[O:9]

참가 물질

6

반응물 3

HCID 31398ChlorosuccinimideHCID 62406Trifluoromethanesulfonic acidHCID 795792-Methyl-3-nitrophenol

생성물 1

HCID 187896364-Chloro-2-methyl-3-nitrophenol

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매

반응 조건

온도
75 °C

실험 절차

2-Methyl-3-nitrophenol (25.5 g), N-chlorosuccinimide (44.5 g), and trifluormethanesulfonic acid (50.0 g) were combined in dry acetonitrile (500 mL) and allowed to stir under an atmosphere of nitrogen at 75° C. for 1.5 hr. The reaction mixture was cooled to room temperature, diluted with ethyl ether (650 mL), washed with water, 10% sodium bisulfite solution, water, and finally saturated sodium chloride solution. Evaporation of the solvent afforded a crude material which was flash chromatographed on silica and eluted with acetone:hexane (1:9) to afford 16.8 g as a yellow solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with water, 10% sodium bisulfite solution, water, and finally saturated sodium chloride solution
  3. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-254b63ae05a547bdbb40d5d13db1ee86
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952362

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