Water → Hexamethyldisiloxane

HRID 2397356Notes

Reaction equation

HRID 2397356 reaction equation
CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[CH3:14][Si:15](Cl)([CH3:17])[CH3:16].CCOCC.[OH2:24]>>[CH3:14][Si:15]([O:24][Si:15]([CH3:17])([CH3:16])[CH3:14])([CH3:17])[CH3:16]

Participants

5

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 8567N-Methyl-D-glucamine

Product 1

HCID 24764Hexamethyldisiloxane

Procedure

N-Methylglucamine (10 g, 0.05 mol) was suspended (partly dissolved) in dry freshly-distilled pyridine and cooled in an ice-bath. Trimethyl silylchloride (30 g, 0.28 mol) was added in portions so that the temperature did not rise above 20°- 25°. After 1 hour the reaction slurry was poured into ether (200 ml) and water (200 ml) and shaken; the ether layer was washed several times with water, dried and evaporated at 50°-60° to leave the oily per-trimethylsilyl ether containing a trace of pyridine. Yield: ca. 20 g (50%).

Workup

  1. dissolutionpartly dissolved)
  2. customin dry
  3. distillationfreshly-distilled pyridine
  4. temperaturecooled in an ice-bath
  5. customdid not rise above 20°- 25°
  6. washthe ether layer was washed several times with water
  7. customdried
  8. customevaporated at 50°-60°

Sources & evidence

ORD record
ord-945328772fd14576acc5f2d1bd52a48b
Source dataset
uspto-grants-1977_05
Patent number
US04021481

Reaction notes

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