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Hydrogen Peroxide → 2-Ethyl-1-hydroxy-3-hexanone

HRID 909396
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HRID 909396 반응식
OO.O.O.O.O.O.O.O.O.O.O.O.O.P(O)([O-])([O-])=O.[Na+].[Na+].[CH2:22]([CH:24]([CH:27]([OH:31])[CH2:28][CH2:29][CH3:30])[CH2:25][OH:26])[CH3:23].CN(C)C(=O)C>[Cl-].[Na+].O.O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+].C1(C)C=CC=CC=1>[CH2:22]([CH:24]([C:27](=[O:31])[CH2:28][CH2:29][CH3:30])[CH2:25][OH:26])[CH3:23]
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참가 물질

8

반응물 4

HCID 784Hydrogen PeroxideHCID 72112-Ethyl-1,3-HexanediolHCID 31374DimethylacetamideHCID 61456Phosphoric acid, disodium salt, dodecahydrate

생성물 1

HCID 111161792-Ethyl-1-hydroxy-3-hexanone

시약·촉매·용매 3

HCID 150191Sodium Tungstate Dihydrate촉매
HCID 1140Toluene용매
HCID 57417360Sodium chloride; water용매

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온도
90 °C

실험 절차

Into 5.90 g of 35% hydrogen peroxide solution (60.0 mmol), 720 mg of disodium phosphate dodecahydrate (2.0 mmol) and 165 mg of sodium tungstate dihydrate (0.5 mmol) were dissolved to prepare a mixed reagent (pH 6.5). After 7.3 g of 2-ethyl-1,3-hexanediol (50.0 mmol) was dissolved into 100 mL of N,N-dimethylacetamide, the resultant was heated to 90° C., and the above mixed reagent was added. After the reaction was continued at 90° C. for four hours, 100 mL of toluene and 100 g of 10% brine were added for liquid separation. The aqueous layer was extracted three times with 100 mL of toluene, and all the organic layers were combined and concentrated under reduced pressure. The concentrated liquid was separated and purified by silica gel chromatography (developing solvent hexane:ethyl acetate=3:2) to obtain oily 2-ethyl-1-hydroxy-3-hexanone. The yield was 5.33 g (73%).

후처리

  1. additionthe above mixed reagent was added
  2. extractionThe aqueous layer was extracted three times with 100 mL of toluene
  3. concentrationconcentrated under reduced pressure
  4. customThe concentrated liquid was separated
  5. custompurified by silica gel chromatography (developing solvent hexane:ethyl acetate=3:2)

출처 및 근거

ORD 기록
ord-85edff2eb09a47ca976ed5f7cb9545a4
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08017793B2

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