Potassium Hydroxide → HCID 13533961, compound

HRID 1719836Notes

Reaction equation

HRID 1719836 reaction equation
[OH-].[K+].[CH3:3][C:4]12[O:10][C:7]([CH3:11])([CH2:8][CH2:9]1)[CH2:6][CH:5]2[N+]([O-])=O.[O-:15]S([O-])(=O)=O.[Mg+2].[Mn]([O-])(=O)(=O)=O.[K+]>O>[CH3:3][C:4]12[O:10][C:7]([CH3:11])([CH2:8][CH2:9]1)[CH2:6][C:5]2=[O:15]

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium PermanganateHCID 13557761HCID 13557761, compound

Product 1

HCID 13533961HCID 13533961, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 900 ml of 0.1N potassium hydroxide was added with stirring 5.0 g of 1,4-dimethyl-2-nitro-7-oxabicyclo[2.2.1]heptane. To this mixture was added 125 ml of 2M MgSO4 solution and sufficient water to bring the total volume to 2.5 liters, followed dropwise at 0°-5° C. by a solution of 4.5 g of potassium permanganate in 125 ml of water. After stirring for 1 hour, the resulting mixture was filtered through celite. The filtrate was decolorized with sodium bisulfite and extracted with methylene chloride. The extract was dried (MgSO4), filtered and stripped to give 3.3 g of a pale yellow oil. This procedure was repeated to yield 3.2 g of a pale yellow oil. These products were combined and distilled to yield 5.8 g of the desired product as a colorless oil.

Workup

  1. filtrationthe resulting mixture was filtered through celite
  2. extractionextracted with methylene chloride
  3. dry with materialThe extract was dried (MgSO4)
  4. filtrationfiltered

Sources & evidence

ORD record
ord-c5ec739bc1c8497a8038eec1452eaace
Source dataset
uspto-grants-1985_09
Patent number
US04542244

Reaction notes

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