Methanol → A-Link 15

HRID 393965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 393965
[CH3:1][O:2][SiH:3]([O:6][CH3:7])[O:4][CH3:5].[CH2:8]([NH:10][CH2:11][C:12](=[CH2:14])[CH3:13])[CH3:9].CO>C1(C)C=CC=CC=1>[CH2:8]([NH:10][CH2:11][CH:12]([CH3:14])[CH2:13][Si:3]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:1])[CH3:9]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 17215TrimethoxysilaneHCID 875872-Propen-1-amine, N-ethyl-2-methyl-

Produkt 1

HCID 11172079A-Link 15Ausbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
68 °C

Versuchsvorschrift

A one-liter three-neck round bottom flask was equipped with a magnetic stir bar, standard heating mantle, thermocouple, addition funnel, condenser and N2 inlet/bubbler. The flask was charged with 220 g (1.80 mols) of trimethoxysilane and heated to 60° C. at which temperature 0.25 ml of platinum tris(divinyltetramethyl disiloxane)diplatinum (0) (5% Pt content in toluene—referred to as Pt catalyst throughout these examples) was added. The solution was further heated to 68° C. and dropwise addition of 150 g (1.52 mols) of N-ethylmethallylamine was then conducted over a period of 45 minutes. After addition, the contents were heated to 90° C. and maintained at this temperature for 1 hr. The temperature was then increased to 105° C. and held for 4.5 hrs. Upon completion of the reaction, the mixture was cooled to room temperature and 16 g (0.5 mols) of methanol were added and gently heated prior to distillation. Final purification via vacuum distillation yielded 273 g (1.24 mols) of N-ethyl-3-trimethoxysilyl-2-methylpropanamine. The product (b.p. 98-100° C. at 12 mm Hg) was characterized via GC/MS. The isolated yield was 82%. Product structure was supported by GC/MS analysis.

Aufarbeitung

  1. customA one-liter three-neck round bottom flask was equipped with a magnetic stir bar
  2. additionstandard heating mantle, thermocouple, addition funnel, condenser and N2 inlet/bubbler
  3. additionwas added
  4. additionAfter addition
  5. temperaturethe contents were heated to 90° C.
  6. temperaturemaintained at this temperature for 1 hr
  7. temperatureThe temperature was then increased to 105° C.
  8. waitheld for 4.5 hrs
  9. customUpon completion of the reaction
  10. temperaturethe mixture was cooled to room temperature
  11. temperaturegently heated
  12. distillationto distillation
  13. customFinal purification
  14. distillationvia vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-f2e7e9e935cc46c2ad1fdd16ef73c199
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809213B2

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