Acetone → HCID 86750958, compound

HRID 1683474Notes

Reaction equation

HRID 1683474 reaction equation
[C:1]([NH:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:19][CH3:20])[CH:9]=[CH:10][C:11]=2[NH:15][C:16](=[O:18])[CH3:17])[CH2:6]1)(=[O:3])[CH3:2].CC(C)=[O:23].S([O-])([O-])(=O)=O.[Mg+2].[Mn]([O-])(=O)(=O)=O.[K+]>O>[C:1]([NH:4][CH:5]1[CH2:6][C:7]2[C:12](=[C:11]([NH:15][C:16](=[O:18])[CH3:17])[CH:10]=[CH:9][C:8]=2[O:19][CH3:20])[C:13](=[O:23])[CH2:14]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 180AcetoneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium PermanganateHCID 86750959HCID 86750959, compound

Product 1

HCID 86750958HCID 86750958, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

190 mg of the compound prepared in (3) above was suspended into a mixture of 16 ml of acetone and 4 ml of 15% aqueous solution of magnesium sulfate, and to the solution was added 543 mg of potassium permanganate, followed by stirring for 1.5 hours at room temperature. After the addition of 150 ml of water, the reaction mixture was extracted with chloroform. The extract was washed with saturated brine and dried over magnesium sulfate. After removal of the solvent, the residue was crystallized in ethyl acetate and hexane to produce 124 mg of the title compound.

Workup

  1. extractionthe reaction mixture was extracted with chloroform
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customAfter removal of the solvent
  5. customthe residue was crystallized in ethyl acetate

Sources & evidence

ORD record
ord-5af6b33888e647709f318f8d20904265
Source dataset
uspto-grants-1997_06
Patent number
US05637770

Reaction notes

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