p-Toluenesulfonic acid → 4-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran

HRID 440652ノート

反応式

HRID 440652 の反応式
[Cl:1][C:2]1[C:3]([CH2:12][C:13]([CH3:15])=[CH2:14])=[C:4]([OH:11])[C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[C:3]2[CH2:12][C:13]([CH3:15])([CH3:14])[O:11][C:4]=2[C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 22404731HCID 22404731、化合物

生成物 1

HCID 224047764-Chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran収率 84.1%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A mixture of 20.0 g (0.088 mole) of 3-chloro-2-(2-methyl-2-propen-1-yl)-6-nitrophenol and 0.35 g (0.002 mole) of p-toluenesulfonic acid in 100 mL of xylene was heated at reflux for approximately 16 hours. The solvent was evaporated under reduced pressure, leaving a residue which was passed through a column of silica gel, eluting with methylene chloride. The product-containing fractions were combined, washed with an aqueous solution of sodium hydroxide, dried over anhydrous magnesium sulfate, and the solvent evaporated under reduced pressure, yielding 16.85 g of 4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran as an oil.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for approximately 16 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customleaving a residue which
  5. washeluting with methylene chloride
  6. washwashed with an aqueous solution of sodium hydroxide
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-e8fbb7ce8b3b4553b3ab175de9ec28ca
出典データセット
uspto-grants-1996_05
特許番号
US05521147

反応ノート

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