Diethyl Sulfate → 1-(2-Ethoxy-5-methylphenyl)ethanone

HRID 1176452

反応式

HRID 1176452 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[OH-].[Na+].S(OCC)(O[CH2:18][CH3:19])(=O)=O>C(O)C>[CH2:18]([O:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10])[CH3:19]

参加物

5

反応物 3

HCID 6163Diethyl SulfateHCID 14798Sodium HydroxideHCID 150682-Hydroxy-5-methylacetophenone

生成物 1

HCID 172450481-(2-Ethoxy-5-methylphenyl)ethanone

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The stirred solution of 20.0 g of 1-(2-hydroxy-5-methylphenyl)ethanone in 600 ml of ethanol is admixed with 8.0 g of sodium hydroxide. The resulting solution is admixed with 25.9 ml of diethyl sulphate and the mixture is kept at room temperature over 72 hours. The reaction mixture is concentrated by evaporation, and the residue is admixed with 1M NaOH (300 ml) and extracted with tert-butyl methyl ether (2×500 ml). The organic phases are washed with brine (300 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a brown solid from the residue by means of flash chromatography (SiO2 60F). Rt=4.49.

後処理

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. extractionextracted with tert-butyl methyl ether (2×500 ml)
  3. washThe organic phases are washed with brine (300 ml)
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-9ce5650c9ab7405eab362de69748e0ad
出典データセット
uspto-grants-2010_11
特許番号
US07842688B2

関連ノート

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