3'-Aminoacetophenone → 1-{3-[(Triphenyl-lambda~5~-phosphanylidene)amino]phenyl}ethan-1-one

HRID 236651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 236651
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[CH:5]=1)=[O:3].C(N(CC)CC)C.[Br-].[Br-].[C:20]1([P:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)(Cl)(Cl)Cl>[C:2]([C:4]1[CH:5]=[C:6]([N:10]=[P:26]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:1]

Komponenten

5

Edukt 3

HCID 74173'-AminoacetophenoneHCID 8471TriethylamineHCID 12890784Triphenylphosphane dibromide

Produkt 1

HCID 541661621-{3-[(Triphenyl-lambda~5~-phosphanylidene)amino]phenyl}ethan-1-oneAusbeute 70,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel2×

Versuchsvorschrift

A mixture of 67.6 gm of 3-amino acetophenone, 101.2 gm of triethylamine and 100 ml of carbon tetrachloride was added to a stirred suspension of 211 gm of triphenylphosphine dibromide in 1700 ml of carbon tetrachloride. After 20 minutes of refluxing, the mixture was filtered and evaporated to dryness. The residual solid was treated with isopropanol, filtered and dried, yielding 140.2 gm of the title compound, m.p. 135°-136° C.

Aufarbeitung

  1. temperatureAfter 20 minutes of refluxing
  2. filtrationthe mixture was filtered
  3. customevaporated to dryness
  4. additionThe residual solid was treated with isopropanol
  5. filtrationfiltered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dc71c212a7f34cb9b54211700f421b1c
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04645841

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