Ammonia → 3-Butenyltrimethoxysilane

HRID 1461107Notes

Reaction equation

HRID 1461107 reaction equation
[Na].N.Cl[CH:4]([CH2:14]Cl)[CH2:5][CH2:6][Si:7]([O:12][CH3:13])([O:10][CH3:11])[O:8][CH3:9]>CCCCC>[CH2:6]([Si:7]([O:12][CH3:13])([O:8][CH3:9])[O:10][CH3:11])[CH2:5][CH:4]=[CH2:14]

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 5360545SodiumHCID 14669988HCID 14669988, compound

Product 1

HCID 137828723-Butenyltrimethoxysilane

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

23 g sodium (1 mole) are placed in a 500 ml flask and approximately 150 ml ammonia condensed in at -70° C. 123.6 g 3,4-dichlorobutyl trimethoxysilane (0.5 mole) is added dropwise to the deep-blue solution produced in the course of 1 hour at -55° C. while the reaction mixture visibly changes color. The ammonia is allowed to evaporate overnight from the colorless, highly viscous suspension produced, the colorless residue combined with 150 ml n-pentane, the NaCl (56.9 g≅97.5% of theory) removed by filtration and 88.2 of a colorless liquid corresponding to the expected amount is obtained after the solvent is drawn off. 75.7 g=85.9% of theory of pure 3-butenyl trimethoxysilane are obtained therefrom by distillation (cf. table 1).

Workup

  1. customproduced in the course of 1 hour at -55° C. while the reaction mixture visibly changes color
  2. customto evaporate overnight from the colorless, highly viscous suspension
  3. customproduced
  4. customthe NaCl (56.9 g≅97.5% of theory) removed by filtration and 88.2 of a colorless liquid corresponding to the expected amount
  5. customis obtained after the solvent

Sources & evidence

ORD record
ord-12e421501d3b46fdbe1bc8b6401c9f3f
Source dataset
uspto-grants-1991_12
Patent number
US05073644

Reaction notes

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