Sodium periodate → HCID 123824470, compound

HRID 1778153Notes

Reaction equation

HRID 1778153 reaction equation
[C:1]([Si:5]([CH3:13])([CH3:12])[O:6][CH2:7][CH2:8][CH2:9][S:10][CH3:11])([CH3:4])([CH3:3])[CH3:2].[O-:14]I(=O)(=O)=O.[Na+]>O.CO>[C:1]([Si:5]([CH3:12])([CH3:13])[O:6][CH2:7][CH2:8][CH2:9][S:10]([CH3:11])=[O:14])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 23667635Sodium periodateHCID 91723956HCID 91723956, compound

Product 1

HCID 123824470HCID 123824470, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
0 °C

Procedure

A solution of tert-butyldimethyl(3-(methylthio)propoxy)silane (0.1 mol) in water/MeOH (3:2, 500 mL) at 0° C. was added sodium (meta)periodate (˜30 g). The reaction mixture was stirred first at 0° C. for 20 hours, then at room temperature for 3 hours. The reaction mixture was then filtered and the filtrate was concentrated under reduced pressure to remove the most of the organic solvent. The aqueous residue was then extracted with CHCl3 (2×) and the combined organic extracts were dried with anhydrous sodium sulfate. The organic phase was decanted and concentrated to yield the title compound as an oil which solidified to provide a white solid upon standing (17.65 g).

Workup

  1. waitat room temperature for 3 hours
  2. filtrationThe reaction mixture was then filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto remove the most of the organic solvent
  5. extractionThe aqueous residue was then extracted with CHCl3 (2×)
  6. dry with materialthe combined organic extracts were dried with anhydrous sodium sulfate
  7. customThe organic phase was decanted
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-8a752877ce88410b8b81472f4ed0afc1
Source dataset
uspto-grants-2016_02
Patent number
US09266869B2

Reaction notes

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