(Triphenylphosphoranylidene)acetaldehyde → HCID 15596448, Verbindung

HRID 2106861Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2106861
[C:1]1([C:7]#[C:8][CH2:9][CH2:10][CH:11]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:13]([CH:15]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:14]>C(Cl)Cl>[C:1]1([C:7]#[C:8][CH2:9][CH2:10]/[CH:11]=[CH:15]/[CH:13]=[O:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 112406334-Pentynal, 5-phenyl-

Produkt 1

HCID 15596448HCID 15596448, VerbindungAusbeute 42,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

5-Phenylpent-4-ynal (0.5 g) in CH2Cl2 (5 ml) was added to a solution of formylmethylenetriphenyl phosphorane (1.8 g) in CH2Cl2 (10 ml) and the mixture was stirred at room temperature under a dry nitrogen atmosphere for 24 hours. The solvent was removed under reduced pressure and the residue was slurried with ether (50 ml), filtered, and the residue washed with ether. The ethereal solutions were combined and the product was purified by chromatography on silica eluting with ether:hexane (1:9) to yield 7-phenylhept-2E-en-6-ynal (0.25 g) as a yellow oil.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. filtrationfiltered
  3. washthe residue washed with ether
  4. customthe product was purified by chromatography on silica eluting with ether:hexane (1:9)

Quellen und Nachweise

ORD-Eintrag
ord-705997d5e42841a5b2fa7ec5efb10efc
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04931469

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