Sulfuric Acid → HCID 178418357, Verbindung

HRID 2359

Reaktionsgleichung

Reaktionsgleichung von HRID 2359
Br[CH:2]([CH2:4][CH2:5][CH3:6])[CH3:3].[Mg].[CH3:8][CH:9]([Mg]Br)[CH2:10][CH2:11][CH3:12].[P:15]([O-])(OCCCC)(OCCCC)=[O:16].S(=O)(=O)(O)O>O1CCCC1.C(OCC)C>[CH3:3][CH:2]([PH:15](=[O:16])[CH:9]([CH2:10][CH2:11][CH3:12])[CH3:8])[CH2:4][CH2:5][CH3:6]

Komponenten

8

Edukt 5

HCID 1118Sulfuric AcidHCID 78902-BromopentaneHCID 3790919Dibutyl phosphate anionHCID 5462224MagnesiumHCID 178418367HCID 178418367, Verbindung

Produkt 1

HCID 178418357HCID 178418357, VerbindungAusbeute 52,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

A Grignard solution prepared from 2-bromopentane (227.3 g, 1.5 moles) and magnesium (39.6 g) in tetrahydrofuran (500 cm3) was estimated by a standard procedure and found to contain 1.05 moles of 2-pentyl magnesium bromide. The solution was diluted with diethyl ether (250 cm3) and cooled to 10° C. in an atmosphere of nitrogen. A solution of dibutyl phosphate (67.9 g, 0.35 moles) in diethyl ether (500 cm3) was added with stirring during 1 hr. whilst the temperature was maintained at 10°-15° C. The solution was then boiled under reflux for ten min. to complete the reaction. The solution was cooled to 10° C. and 25% aqueous sulphuric acid (500 cm3) was added with stirring during 1 hr. The organic layer was separated and successively extracted with water (two 300 cm3 amounts). 10% aqueous sodium bicarbonate (300 cm3), and water (two 300 cm3 amounts). It was then dried (magnesium sulphate) and filtered and distilled yielding di-2-pentylphosphine oxide (35.0 g), b.p. 110° C. at a pressure of 0.8 mm of mercury. All of this compound was stirred in nitrogen atmosphere with phosphorus trichloride (50 cm3) at 22° C. After 1 hr. it was found by gas chromatography that about 20% remained unreacted; a second addition of phosphorus trichloride (10 cm3) was made and stirring was continued for a further 2 hr. when reaction had reached about 95% completion. The solution was distilled yielding volatile phosphorus compounds and finally chloro di-2-pentylphosphine (27.5 g), b.p. 72°-74° C. under a pressure of 1.5 mm of mercury.

Aufarbeitung

  1. temperaturewhilst the temperature was maintained at 10°-15° C
  2. temperatureunder reflux for ten min.
  3. customthe reaction
  4. temperatureThe solution was cooled to 10° C.
  5. stirringwith stirring during 1 hr
  6. customThe organic layer was separated
  7. extractionsuccessively extracted with water (two 300 cm3 amounts)
  8. dry with materialIt was then dried (magnesium sulphate)
  9. filtrationfiltered
  10. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-4e1b2e431c034625a9d3cefb9103c42d
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728853

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