Sodium Chloride → HCID 14053154, compound

HRID 2107109Notes

Reaction equation

HRID 2107109 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[Cl:7][CH2:8][CH2:9][CH2:10][S:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].[Cl-].[Na+]>CO>[Cl:7][CH2:8][CH2:9][CH2:10][S:11]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:2]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14373007HCID 14373007, compoundHCID 23667635Sodium periodate

Product 1

HCID 14053154HCID 14053154, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 4 ml of an aqueous solution of 0.39 g of sodium metaperiodate was added 3 ml of a methanol solution of 0.30 g of ethyl [(3-chloropropyl)thio]acetate obtained in Reference Example 1. The mixture was stirred at room temperature for 100 minutes. To the reaction mixture was added 30 ml of a saturated aqueous sodium chloride solution followed by extraction with ethyl acetate The extract was dried over anhydrous magnesium sulfate The solvent was then distilled off. The residue was applied to silica gel column chromatography. Elution with a solvent mixture of hexane-ethyl acetate (1:3) gave 0.31 g of ethyl (3-chloropropylsulfinyl)acetate.

Workup

  1. customobtained in Reference Example 1
  2. extractionfollowed by extraction with ethyl acetate The extract
  3. dry with materialwas dried over anhydrous magnesium sulfate The solvent
  4. distillationwas then distilled off
  5. washElution
  6. additionwith a solvent mixture of hexane-ethyl acetate (1:3)

Sources & evidence

ORD record
ord-80b4dccab8d14b679e948d9346c7770e
Source dataset
uspto-grants-1990_06
Patent number
US04933348

Reaction notes

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