O-Cresol → 2-Methyl-6-nitrophenol

HRID 1755714ノート

反応式

HRID 1755714 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[N+:9]([O-])([OH:11])=[O:10]>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[OH:8]

参加物

4

反応物 2

HCID 335O-CresolHCID 944Nitric Acid

生成物 1

HCID 831032-Methyl-6-nitrophenol

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To an ice-cooled solution of 2-methylphenol (10.8 g, 0.1 mmol) in acetic acid, fuming nitric acid (6.3 g) was slowly added with stirring to start reaction. The reaction mixture was stirred at a temperature of 20° C. or below for 1 h and thereafter poured into ice water. The reaction product was extracted with ethyl acetate and the extracted layer was washed with water, saturated sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride in the order written. Thereafter, the washed layer was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography with a benzene-ethyl acetate mixture used as eluant, thereby giving the desired compound, 2-methyl-6-nitrophenol, in an amount of 1.3 g.

後処理

  1. additionwas slowly added
  2. customreaction
  3. stirringThe reaction mixture was stirred at a temperature of 20° C. or below for 1 h
  4. extractionThe reaction product was extracted with ethyl acetate
  5. washthe extracted layer was washed with water, saturated sodium hydrogencarbonate
  6. dry with materialThereafter, the washed layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was purified by silica gel column chromatography with a benzene-ethyl acetate mixture

出典と根拠

ORDレコード
ord-508249735c81435cbcc374a5ce2fb950
出典データセット
uspto-grants-1995_08
特許番号
US05438139

反応ノート

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