Sodium periodate → Bis(3-methoxypropyl) sulphate

HRID 656236Notes

Reaction equation

HRID 656236 reaction equation
[S:1]([O:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])([O:3][CH2:4][CH2:5][CH2:6][O:7][CH3:8])=[O:2].I([O-])(=O)(=O)=[O:16].[Na+]>ClC(Cl)(Cl)Cl.C(#N)C.O.C(OCC)(=O)C.O.[Ru](Cl)(Cl)Cl>[S:1]([O:3][CH2:4][CH2:5][CH2:6][O:7][CH3:8])([O:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])(=[O:16])=[O:2]

Participants

8

Reactant 2

HCID 23667635Sodium periodateHCID 86639838Bis(3-methoxypropyl) sulphite

Product 1

HCID 86639837Bis(3-methoxypropyl) sulphate

Reagents, catalysts & solvents 5

HCID 6093376Ruthenium trichloride hydrateCatalystHCID 962WaterSolventHCID 5943Carbon TetrachlorideSolventHCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 726.22 mmol of bis(3-methoxypropyl) sulphite in 330 ml of tetrachloromethane, 330 ml of acetonitrile and 830 ml of water is cooled to 15° C., and 18.16 mmol of ruthenium(III) chloride hydrate are added. 1089.34 mmol of sodium periodate are added in small portions, and the reaction mixture is stirred at room temperature overnight. It is diluted with ethyl acetate, and the organic phase is separated off, dried with sodium sulphate and evaporated. The crude title compound is obtained as a beige liquid from the residue and is employed without further purification in the next stage.

Workup

  1. customthe organic phase is separated off
  2. dry with materialdried with sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-ddae5923d5d04acf9cce16ec77070217
Source dataset
uspto-grants-2011_12
Patent number
US08071651B2

Reaction notes

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