Water → 4,4-Dimethyl-1-hydroxypentan-2-one

HRID 1927644

反応式

HRID 1927644 の反応式
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=[CH2:5].[Mn]([O-])(=O)(=O)=[O:9].[K+].N([O-])=O.[Na+].S(=O)(=O)(O)O.[OH2:23]>CC(C)=O.C(O)(=O)C>[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][C:4](=[O:9])[CH2:5][OH:23]

参加物

8

反応物 5

HCID 962Water2 回HCID 1118Sulfuric AcidHCID 129844,4-Dimethylpent-1-eneHCID 516875Potassium PermanganateHCID 23668193Sodium Nitrite

生成物 1

HCID 213356424,4-Dimethyl-1-hydroxypentan-2-one

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 180Acetone溶媒2 回

実験手順

To a mixture of 4,4-dimethyl-1-pentene (10 g), acetone (600 mL), water (140 mL) and acetic acid (13.5 mL) at rt was added a solution of potassium permanganate (22.3 g) in water (85 mL), followed by additional acetone (270 mL). After stirring for 40 min, sodium nitrite (11.7 g) was added, followed by dilute sulfuric acid (12%, 221 mL). The product was extracted with ether:hexanes (1:1), and the extracts were washed with saturated sodium bicarbonate and brine, dried (sodium sulfate) and concentrated. The resulting residue was purified on silica gel column (5-100% ether in hexanes) to give the title compound.

後処理

  1. extractionThe product was extracted with ether:hexanes (1:1)
  2. washthe extracts were washed with saturated sodium bicarbonate and brine
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated
  5. customThe resulting residue was purified on silica gel column (5-100% ether in hexanes)

出典と根拠

ORDレコード
ord-e415e82c687e48c1a78d0ec9848f2bdc
出典データセット
uspto-grants-2012_05
特許番号
US08183275B2

関連ノート

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