Sodium Thiosulfate → HCID 57827605, compound

HRID 1693211Notes

Reaction equation

HRID 1693211 reaction equation
Cl[O-].[Na+].[CH3:4][O:5][CH:6]([CH2:11][CH2:12][CH:13]=[CH2:14])[CH2:7][CH:8]=[N:9][OH:10].S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[CH3:4][O:5][C@@H:6]1[CH2:7][C:8]2=[N:9][O:10][CH2:14][C@@H:13]2[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 23665760Sodium Hypochlorite2×HCID 76576692HCID 76576692, compound

Product 1

HCID 57827605HCID 57827605, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A sodium hypochlorite solution (5%, 18.5 mL) was added to a solution of 3-methoxyhept-6-enal oxime obtained in Preparation Example 57-(3) (1.95 g) in dichloromethane, and the mixture was stirred at room temperature for one hour and 10 minutes. The excess of sodium hypochlorite was decomposed with sodium thiosulfate, followed by extraction with chloroform three times. The resulting organic layers were dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and then the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (796 mg).

Workup

  1. extractionfollowed by extraction with chloroform three times
  2. dry with materialThe resulting organic layers were dried over anhydrous magnesium sulfate
  3. customThe drying agent was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-7e4c28e326474d02bceb243ce87d029b
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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