Water → 2,6-Dichloro-4-nitrophenol

HRID 844291

反応式

HRID 844291 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([Cl:9])[C:7]=1Cl.[O-:13]C1C=CC=CC=1.[K+].O>C(O)COCCO>[Cl:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([Cl:9])[C:7]=1[OH:13]

参加物

5

反応物 3

HCID 962WaterHCID 883653,4,5-TrichloronitrobenzeneHCID 23670670Potassium phenoxide

生成物 1

HCID 120662,6-Dichloro-4-nitrophenol

試薬・触媒・溶媒 1

HCID 8117Diethylene Glycol溶媒

反応条件

温度
160 °C

実験手順

3,4,5-Trichloronitrobenzene (14.86 g) is added to a solution of potassium phenoxide (8.66 g) in diethylene glycol (66 mL) and the mixture is heated to 160° C. for approximately 15 hours. The resulting dark brown solution is cooled to room temperature, poured onto 100 mL cold water, and extracted twice with diethyl ether. The pooled organic extracts are washed with water, 10% aqueous sodium hydroxide, and then dried over anhydrous magnesium sulfate. Following removal of the solvent under reduced pressure the resulting oil is distilled in a Kugelrohr apparatus to provide a yellow oil that solidifies on standing. Recrystallization from ethanol-water provides the desired product as a pale yellow solid.

後処理

  1. temperatureThe resulting dark brown solution is cooled to room temperature
  2. extractionextracted twice with diethyl ether
  3. washThe pooled organic extracts are washed with water, 10% aqueous sodium hydroxide
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customremoval of the solvent under reduced pressure the resulting oil
  6. distillationis distilled in a Kugelrohr apparatus
  7. customto provide a yellow oil
  8. customRecrystallization from ethanol-water

出典と根拠

ORDレコード
ord-0c1aba098055454997a54beef0b5fa3a
出典データセット
uspto-grants-2002_04
特許番号
US06380243B1

関連ノート

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