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

HRID 1927644

반응식

HRID 1927644 반응식
[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]

참가 물질

8

반응물 5

HCID 962Water2회HCID 1118Sulfuric AcidHCID 129844,4-Dimethylpent-1-eneHCID 516875Potassium PermanganateHCID 23668193Sodium Nitrite

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 180Acetone용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e415e82c687e48c1a78d0ec9848f2bdc
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183275B2

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