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

HRID 909396
ノート
印刷プレビュー

反応式

HRID 909396 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 150191Sodium Tungstate Dihydrate触媒
HCID 1140Toluene溶媒
HCID 57417360Sodium chloride; water溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-85edff2eb09a47ca976ed5f7cb9545a4
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08017793B2

反応ノート

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