Sodium Thiosulfate → HCID 57827605, compound

HRID 1842130Notes

Reaction equation

HRID 1842130 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-e6438f9139ed42bd8e5a06de25e69bc7
Source dataset
uspto-grants-2015_02
Patent number
US08946211B2

Reaction notes

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