Dichloromethane → 4-Methylphenyl-2-propenal

HRID 478144

Reaktionsgleichung

Reaktionsgleichung von HRID 478144
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]=[O:10])=[CH:4][CH:3]=1.[CH2:11](Cl)Cl.C[N+](C)=C.[I-].[Cl-].[NH4+]>C(N(CC)CC)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH2:11])[CH:9]=[O:10])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 25517Ammonium ChlorideHCID 61006Lilac acetaldehydeHCID 2724133Dimethyl(methylene)ammounium iodide

Produkt 1

HCID 180009044-Methylphenyl-2-propenal

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

2.57 g of aldehyde 37 is introduced into 300 ml of methylene chloride under nitrogen, and 6.5 ml of triethylamine and 7.1 g of Eschenmoser's salt are added at 0° C. After 2.5 hours at 0° C., saturated ammonium chloride solution is added, extracted with methylene chloride, washed with sodium chloride solution, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.94 g of title compound 38 accumulates as a colorless oil.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. washwashed with sodium chloride solution
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with ethyl acetate/hexane, whereby 1.94 g of title compound 38 accumulates as a colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-d8133d68e7694eb5b0601502f575c14f
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06642218B2

Verknüpfte Notizen

Wird geladen…