Dichloromethane → 4-Methylphenyl-2-propenal

HRID 1349358

Reaktionsgleichung

Reaktionsgleichung von HRID 1349358
[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-c3829cb4c4b84a3198ba3043c91cfc93
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211680B2

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