Hydrogen Peroxide → 4-Acetylbutyric acid

HRID 851803

反応式

HRID 851803 の反応式
[O:1]=[O+][O-].C[C:5]1[CH2:10][CH2:9][CH2:8][C:7](=[O:11])[CH:6]=1.OO.[OH-:14].[Na+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[O:14]=[C:5]([CH3:6])[CH2:10][CH2:9][CH2:8][C:7]([OH:11])=[O:1]

参加物

6

反応物 4

HCID 784Hydrogen PeroxideHCID 145113-Methyl-2-cyclohexen-1-oneHCID 14798Sodium HydroxideHCID 24823Ozone

生成物 1

HCID 184074-Acetylbutyric acid収率 48%

試薬・触媒・溶媒 1

HCID 21218Trioctylmethylammonium chloride触媒

反応条件

温度
-20 °C

実験手順

Ozone was passed through a solution of 2.0 gms of 3-methyl-2-cyclohexenone at -78° C. for 30 minutes. The mixture was warmed to -20° C. and treated with a solution of 3.0 g of 30% hydrogen peroxide in 3.0 g of 50% NaOH. A drop of Adogen 464 was added and the two phase mixture was stirred vigorously for 1 hour. The aqueous phase was separated and acidified then extracted with ether. Removal of the ether afforded 1.12 g (48%) of 5-keto-hexanoic acid. The identity of the acid was confirmed by comparing the IR spectra of its methyl ester to the known spectra of the same compound.

後処理

  1. customThe aqueous phase was separated
  2. extractionacidified then extracted with ether
  3. customRemoval of the ether

出典と根拠

ORDレコード
ord-2242d1fd0dcc4c9b94a4b71fbb64ce2e
出典データセット
uspto-grants-1983_05
特許番号
US04386222

関連ノート

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