Tributyltin Chloride → Diethyl 5-tributylstannyl-2-furanphosphonate

HRID 229436

Reaktionsgleichung

Reaktionsgleichung von HRID 229436
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[P:6]([O:11][CH2:12][CH3:13])(=[O:10])[O:7][CH2:8][CH3:9].C([N-]C(C)C)(C)C.[Li+].[CH2:22]([Sn:26](Cl)([CH2:31][CH2:32][CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH3:30])[CH2:23][CH2:24][CH3:25]>C1COCC1>[CH2:31]([Sn:26]([CH2:22][CH2:23][CH2:24][CH3:25])([CH2:27][CH2:28][CH2:29][CH3:30])[C:5]1[O:1][C:2]([P:6]([O:7][CH2:8][CH3:9])(=[O:10])[O:11][CH2:12][CH3:13])=[CH:3][CH:4]=1)[CH2:32][CH2:33][CH3:34]

Komponenten

5

Edukt 3

HCID 15096Tributyltin ChlorideHCID 2724682Lithium diisopropylamideHCID 12485182Phosphonic acid, 2-furanyl-, diethyl ester

Produkt 1

HCID 22280515Diethyl 5-tributylstannyl-2-furanphosphonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

A solution of diethyl 2-furanphosphonate (1 mmol) in 2 mL THF was cooled to −78° C. and added to a solution of lithium diisopropylamide (LDA) (1 mmol) in 5 mL THF at −78° C. over 20 min. The resulting mixture was stirred −78° C. for 20 min and added into a solution of tributyltin chloride (1 mmole) in 1 mL THF at −78° C. over 20 min. The mixture was then stirred at −78° C. for 15 min, and at 25° C. for 1 h. Extraction and chromatography gave diethyl 5-tributylstannyl-2-furanphosphonate as a colorless oil.

Aufarbeitung

  1. stirringThe mixture was then stirred at −78° C. for 15 min
  2. waitat 25° C. for 1 h
  3. extractionExtraction and chromatography

Quellen und Nachweise

ORD-Eintrag
ord-eb7d7b8bed474b9ea5a795e9cee3b814
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07563774B2

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