2,2-Dimethoxypropane → Cyclohexanone, 2-(2-propen-1-yl)-

HRID 1471411

Reaktionsgleichung

Reaktionsgleichung von HRID 1471411
[C:1]1(=[O:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8](O)[CH:9]=[CH2:10].COC(OC)(C)C>C1(C)C=CC=CC=1.CC1C=CC(S(O)(=O)=O)=CC=1.O>[CH2:10]([CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][C:1]1=[O:7])[CH:9]=[CH2:8]

Komponenten

6

Edukt 3

HCID 64952,2-DimethoxypropaneHCID 7858Allyl AlcoholHCID 7967Cyclohexanone

Produkt 1

HCID 78944Cyclohexanone, 2-(2-propen-1-yl)-Ausbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 521998p-Toluenesulfonic acid monohydrateKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of cyclohexanone (98.1 g, 1 mol), allyl alcohol (127.8 g, 2.2 mol), dimethoxypropane (114.6 g, 1.1 mol), and PTSA.H2O (0.1 g, 0.5 mmol) in toluene (0.51) was heated at reflux in a flask equipped with a microdistillation column (30×2.5 cm, filled with Raschig rings). After collecting the fractions distilling at 25-60° C. and 60-110° C., the residue (120 g) was distilled using a 10 cm-Vigreux-column (0.07-0.06 mbar, head temperature: 57° C.) giving 2-allylcyclohexanone (99.1 g, 72%).

Aufarbeitung

  1. temperatureat reflux in a flask
  2. customequipped with a microdistillation column (30×2.5 cm, filled with Raschig rings)
  3. customAfter collecting the fractions
  4. distillationdistilling at 25-60° C. and 60-110° C.
  5. distillationthe residue (120 g) was distilled
  6. customa 10 cm-Vigreux-column (0.07-0.06 mbar, head temperature: 57° C.)

Quellen und Nachweise

ORD-Eintrag
ord-2da0114382ec4575a762b0100fbbc525
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09012391B2

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