Water → 1-Cyclohexyl-3-hydroxyacetone

HRID 1881410노트

반응식

HRID 1881410 반응식
[CH:1]1([CH2:7][CH:8]=[CH2:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Mn]([O-])(=O)(=O)=[O:11].[K+].N([O-])=O.[Na+].S(=O)(=O)(O)O.[OH2:25]>CC(C)=O.C(O)(=O)C>[CH:1]1([CH2:7][C:8](=[O:11])[CH2:9][OH:25])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

8

반응물 5

HCID 962Water2회HCID 1118Sulfuric AcidHCID 75027AllylcyclohexaneHCID 516875Potassium PermanganateHCID 23668193Sodium Nitrite

생성물 1

HCID 124315481-Cyclohexyl-3-hydroxyacetone

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 180Acetone용매2회

실험 절차

To a mixture of 3-cyclohexyl-1-propene (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 eluting with 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
  6. washeluting with 5-100% ether in hexanes

출처 및 근거

ORD 기록
ord-70cd60aac10d44b1b277bf5ea0e3834c
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318767B2

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