Pentane → Di-tert-butyl-trimethylsilylmethyl-phosphane

HRID 16925

Reaktionsgleichung

Reaktionsgleichung von HRID 16925
[C:1]([P:5]([C:7]([CH3:10])([CH3:9])[CH3:8])Cl)([CH3:4])([CH3:3])[CH3:2].CCCCC.[CH3:16][Si:17]([CH2:20][Li])([CH3:19])[CH3:18].[Cl-].[NH4+]>C1COCC1>[C:1]([P:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[CH2:16][Si:17]([CH3:20])([CH3:19])[CH3:18])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 8003PentaneHCID 25517Ammonium ChlorideHCID 139566Di-tert-butylchlorophosphineHCID 178418939HCID 178418939, Verbindung

Produkt 1

HCID 12583313Di-tert-butyl-trimethylsilylmethyl-phosphane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

50.00 g (0.277 mol) of Di-t-butylchlorophosphine, 304 ml of 1.0 M pentane solution of (trimethylsilylmethyl)lithium and 150 ml of THF) were refluxed under argon for 3 days. The reaction mixture was allowed to cool off to RT and an aqueous solution of ammonium chloride was added slowly. The organic phase was separated, and dried with magnesium sulfate. After removal of the solvent, the product was purified by distillation in vacuum. The yield of di-tert-butyl-trimethylsilanylmethyl-phosphane was 55.32 g (86%) with b.p. 50-52° C./0.5 mm. 31P NMR (C6D6)+20.05 ppm. 1H NMR (C6D6) 0.01 (s, 9H, SiMe3), 0.23 (d, 2H, 2JPH=5.34 Hz, P—CH2—SiMe3), 0.91 (s, 9H, Me3C), 0.93 (s, 9H, Me3C). Anal. Calcd. for C12H29PSi: C, 62.01; H, 12.58; P, 13.33. Found: C, 61.89; H, 12.53; P, 13.25.

Aufarbeitung

  1. customThe organic phase was separated
  2. dry with materialdried with magnesium sulfate
  3. customAfter removal of the solvent
  4. distillationthe product was purified by distillation in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f020141d60174cacaa5888e5bc63f7cc
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737277B2

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