Allylamine → Triethoxysilane

HRID 330599Notes

Reaction equation

HRID 330599 reaction equation
[CH2:1]([NH2:4])[CH:2]=C.NCC[CH2:8][Si:9]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12]>>[CH2:11]([O:10][SiH:9]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH3:12].[NH2:4][CH:1]([CH3:2])[CH2:8][Si:9]([O:10][CH2:11][CH3:12])([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 13521(3-Aminopropyl)triethoxysilane

Product 2

HCID 13830TriethoxysilaneHCID 10236113HCID 10236113, compound

Conditions

Temperature
120 °C

Procedure

A four-neck flask equipped with a reflux condenser, dropping funnel, stirring rod and thermometer was charged with 41 grams of triethoxy silane (0.25 mole) and a solution of chloroplatinic (IV) acid as a catalyst, in isopropyl alcohol in an amount to provide 2×10-5 mole of platinum. To the mixture heated in an oil bath maintained at a temperature of 120° C., 14 grams of allylamine (0.25 mole) was dropwise added over one hour from the dropping funnel. The mixture was maintained at 120° C. for another period of 9 hours. At the end of the period the reaction mixture was subjected to gas chromatography analysis. It was found that gamma-aminopropyl triethoxy silane was obtained in a yield of 44% on a triethoxy silane basis, while the yield of beta-aminopropyl triethoxy silane was 10% on a triethoxy silane basis.

Workup

  1. temperatureTo the mixture heated in an oil bath
  2. additionwas dropwise added over one hour from the dropping funnel

Sources & evidence

ORD record
ord-1d5fbfa6b7914c4387d0a8547fc7b195
Source dataset
uspto-grants-1990_01
Patent number
US04897501

Reaction notes

Loading…