Sodium Azide → (3-Azidopropyl)(trimethoxy)silane

HRID 435416Notes

Reaction equation

HRID 435416 reaction equation
Cl[CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[N-:12]=[N+:13]=[N-:14].[Na+]>C(#N)C>[N:12]([CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7])=[N+:13]=[N-:14]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 624493-(Trimethoxysilyl)propyl chloride

Product 1

HCID 20490145(3-Azidopropyl)(trimethoxy)silane

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.0 mole of 3-chloropropyltrimethoxysilane and 1.1 moles of sodium azide were heated in the presence of 3 mole percent of the catalyst described in Example 1 (a) in 500 ml of acetonitrile for eight hours with stirring and under reflux. After separation of the salt the subsequent distillation under reduced pressure gave the 3-azidopropyltrimethoxysilane now in a yield of 95 weight percent.

Workup

  1. temperatureunder reflux
  2. customAfter separation of the salt
  3. distillationthe subsequent distillation under reduced pressure

Sources & evidence

ORD record
ord-8e284e9713834515a9e916018be99a46
Source dataset
uspto-grants-1983_08
Patent number
US04401598

Reaction notes

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