Sodium Sulfite → HCID 11797371, compound

HRID 483826Notes

Reaction equation

HRID 483826 reaction equation
[C:1]([O:4][CH:5]([C:7]1[C:8]([CH2:31][OH:32])=[CH:9][C:10]2[C:15]([C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:14][CH:13]=[C:12]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:11]=2)[CH3:6])(=[O:3])[CH3:2].[OH:33]P([O-])(O)=O.[K+].[O-][Mn](=O)(=O)=O.[K+].[O-]S([O-])=O.[Na+].[Na+]>CC(O)(C)C.CCOC(C)=O>[C:1]([O:4][CH:5]([C:7]1[C:8]([C:31]([OH:33])=[O:32])=[CH:9][C:10]2[C:15]([C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:14][CH:13]=[C:12]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:11]=2)[CH3:6])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 516951Monobasic potassium phosphateHCID 10836187HCID 10836187, compound

Product 1

HCID 11797371HCID 11797371, compound

Reagents, catalysts & solvents 2

HCID 6386tert-ButanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of alcohol (110 mg) from Step 6 in t-BuOH (6 mL) was added a KH2PO4 buffer solution (pH 7, 4 mL) and a solution of KMnO4 (90 mg/2 mL H2O). After 3 hrs at r.t., the reaction mixture was diluted with EtOAc and an aqueous solution of Na2SO3. The mixture was then acidified to pH 2, the organic phase was separated, washed with H2O, brine, dried over MgSO4 and evaporated to give the title product which was used as such for the next step.

Workup

  1. customthe organic phase was separated
  2. washwashed with H2O, brine
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-e0ba09a74661440592deaed861019673
Source dataset
uspto-grants-1993_07
Patent number
US05227399

Reaction notes

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