Water → HCID 12942700, compound

HRID 848723Notes

Reaction equation

HRID 848723 reaction equation
[I-:1].[Na+].C(#N)C.[CH2:6]([Si:16]([CH3:22])([CH3:21])[CH2:17][CH2:18][CH2:19]Cl)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].O>C1(C)C=CC=CC=1>[CH2:6]([Si:16]([CH3:22])([CH3:21])[CH2:17][CH2:18][CH2:19][I:1])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

6

Reactant 4

HCID 962WaterHCID 5238Sodium IodideHCID 6342AcetonitrileHCID 12942699HCID 12942699, compound

Product 1

HCID 12942700HCID 12942700, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 25.0 g (166 mmoles) of sodium iodide, 120 ml. of acetonitrile (dried over molecular sieves) and 26.4 g (95.4 mmoles) of n-decyl-dimethyl (3-chloropropyl)-silane is stirred at near the reflux temperature of the mixture (at about 80°) for 40 hrs. After cooling, the mixture is mixed with water and toluene, and the organic phase recovered, washed thrice with water, then dried and concentrated (to about 40 ml) of an oil which on distillation using a Kugelrohr apparatus yields as the main fraction, refined title product of this step at 83° to 139°, at 0.140-0.095 mm Hg. for use in the next step.

Workup

  1. temperatureAfter cooling
  2. customthe organic phase recovered
  3. washwashed thrice with water
  4. customdried
  5. concentrationconcentrated (to about 40 ml) of an oil which
  6. distillationon distillation

Sources & evidence

ORD record
ord-5f05ae2736434b78bbff79338a8b5da9
Source dataset
uspto-grants-1981_10
Patent number
US04297349

Reaction notes

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