Oxygen → Triphenylphosphine Oxide

HRID 328457

Reaktionsgleichung

Reaktionsgleichung von HRID 328457
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:22][Al](CC)CC)C.O=O>C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.[Ni+2].C1C=CC([P]([Ni]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOCC>[C:14]1([P:7](=[O:22])([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Komponenten

7

Edukt 3

HCID 977OxygenHCID 11776TriphenylphosphineHCID 16683109Ethoxydiethylaluminium

Produkt 1

HCID 13097Triphenylphosphine Oxide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 9834912Nickel(II) acetylacetonateKatalysatorHCID 178420538HCID 178420538, VerbindungKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

10 gms. of nickel acetylacetonate and 40.95 gms. of triphenylphosphine are dissolved in 400 ml. of absolute ether and the solution is reduced with 16 ml. of ethoxydiethyl aluminum at 0° C. This results in a red-brown solution from which red-brown crystals precipitate after standing for 30 minutes. Complete precipitation of the crystals is achieved by cooling. The crystals are filtered with suction, washed with ether and dried. There are obtained 32 gms. (80% of the theoretical yield) of red-brown crystals, the elementary analysis of which agrees wit the formula Ni(P(C6H5)3)4. The compound is sensitive to air. When allowing oxygen to act on it, triphenylphosphine oxide is formed. The compound is capable of catalyzing the formation of cyclooctadiene from butadiene.

Aufarbeitung

  1. customat 0° C
  2. customThis results in a red-brown solution from which red-brown crystals
  3. customprecipitate
  4. customComplete precipitation of the crystals
  5. temperatureby cooling
  6. filtrationThe crystals are filtered with suction
  7. washwashed with ether
  8. customdried
  9. customThere are obtained 32 gms
  10. custom(80% of the theoretical yield) of red-brown crystals

Quellen und Nachweise

ORD-Eintrag
ord-5a724e81ef2a4d38bd6c086366cd7920
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04017526

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