Hydrogen Peroxide → 4-Acetylbutyric acid

HRID 851803

반응식

HRID 851803 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 184074-Acetylbutyric acid수율 48%

시약·촉매·용매 1

HCID 21218Trioctylmethylammonium chloride촉매

반응 조건

온도
-20 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2242d1fd0dcc4c9b94a4b71fbb64ce2e
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04386222

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