Tert-Butylamine → N-tert-Butyl-N-(trimethylsilylmethyl)amine

HRID 29721

Reaktionsgleichung

Reaktionsgleichung von HRID 29721
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:7][Si:8]([CH3:11])([CH3:10])[CH3:9].[OH-].[Na+]>>[C:1]([NH:5][CH2:7][Si:8]([CH3:11])([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 6385Tert-ButylamineHCID 14798Sodium HydroxideHCID 75361Silane, (chloromethyl)trimethyl-

Produkt 1

HCID 425246N-tert-Butyl-N-(trimethylsilylmethyl)amine

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

A mixture of tert-butylamine (18.0 mL, 171 mmol) and (chloromethyl)trimethylsilane (7.00 g, 57.1 mmol) was heated in a thick-walled glass tube at 200° C. overnight. After cooling to ambient temperature, the reaction mixture was poured into 1 N NaOH and extracted three times with diethyl ether. The combined organic extracts were washed with brine, dried (MgSO4), and the volatiles evaporated in vacuo. Distillation (atmospheric pressure; ˜135° C.) of the residual liquid gave the title compound 77 as a colorless liquid.

Aufarbeitung

  1. temperatureAfter cooling to ambient temperature
  2. extractionextracted three times with diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. customthe volatiles evaporated in vacuo
  6. distillationDistillation (atmospheric pressure; ˜135° C.) of the residual liquid

Quellen und Nachweise

ORD-Eintrag
ord-043b0c3cc51046faa4d80dcc8ff53bfc
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419990B2

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