Sodium periodate → HCID 123389700, compound

HRID 2205565Notes

Reaction equation

HRID 2205565 reaction equation
[O-:1]I(=O)(=O)=O.[Na+].[CH3:7][C:8]([CH3:29])([Si:10]([CH3:28])([CH3:27])[O:11][CH2:12][CH2:13][CH2:14][S:15][CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:26])([CH3:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH3:9]>O.CO>[CH3:9][C:8]([CH3:29])([Si:10]([CH3:28])([CH3:27])[O:11][CH2:12][CH2:13][CH2:14][S:15](=[O:1])[CH2:16][CH2:17][CH2:18][O:19][Si:20]([CH3:26])([CH3:25])[C:21]([CH3:22])([CH3:23])[CH3:24])[CH3:7]

Participants

5

Reactant 2

HCID 23667635Sodium periodateHCID 123332768HCID 123332768, compound

Product 1

HCID 123389700HCID 123389700, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of sodium (meta)periodate (7.751 g, 1.1 eq) in water (40 mL) was slowly poured into a solution of 2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-8-thia-3,13-disilapentadecane, (12.32 g, 1 eq) in methanol (150 mL) at 0° C. and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was then filtered through a pad of celite and silica gel which was washed with methanol. The filtrate was concentrated under reduced pressure at a temperature below 25° C. The residue was diluted with brine and extracted a couple of times with chloroform. All organic solvents were combined, dried with anhydrous sodium sulfate, and concentrated to give a clear oil as crude 2,2,3,3,13,13,14,14-octamethyl-4,12-dioxa-8-thia-3,13-disilapentadecane 8-oxide, in amount of 12.84 g.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of celite and silica gel which
  2. washwas washed with methanol
  3. concentrationThe filtrate was concentrated under reduced pressure at a temperature below 25° C
  4. additionThe residue was diluted with brine
  5. extractionextracted a couple of times with chloroform
  6. dry with materialdried with anhydrous sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d309c6895ae8460eb5bdd3e8fbabf32e
Source dataset
uspto-grants-2016_06
Patent number
US09371314B2

Reaction notes

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