Formaldehyde → 2-Cyclohexylprop-2-en-1-al

HRID 634977

Reaktionsgleichung

Reaktionsgleichung von HRID 634977
S(=O)(=O)(O)O.C=O.[CH:8]1([CH2:14][CH:15]=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[CH2:17](NCC)C>>[CH:8]1([C:14](=[CH2:17])[CH:15]=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Komponenten

5

Edukt 4

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 8021DiethylamineHCID 3166272-Cyclohexylacetaldehyde

Produkt 1

HCID 125770702-Cyclohexylprop-2-en-1-alAusbeute 81 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Successively, sulfuric acid 62% (79.4 g, 0.5 mol), aqueous formaldehyde 35% (82 g, 1.0 mol) and cyclohexyl acetaldehyde (100.8 g, 0.8 mol) were added slowly to diethylamine (73 g, 1.0 mol) at 0° C. After stirring at 80° C. overnight, the reaction mixture was extracted with MTBE. The combined organic phases were washed with H2O until neutral pH was achieved, dried (MgSO4) and concentrated in vacuo. The crude product was distilled under reduced pressure using a Widmer column (10 Torr, 80° C.) yielding 89.5 g (81%) of pure product as colorless oil.

Aufarbeitung

  1. extractionthe reaction mixture was extracted with MTBE
  2. washThe combined organic phases were washed with H2O until neutral pH
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. distillationThe crude product was distilled under reduced pressure
  6. customa Widmer column (10 Torr, 80° C.)

Quellen und Nachweise

ORD-Eintrag
ord-7a4e627e30f7477b81179cf836b5d1b1
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184419B2

Verknüpfte Notizen

Wird geladen…