Ethanol → 2-(Phenylmethoxy)-1,3-propanediol

HRID 235696

Reaktionsgleichung

Reaktionsgleichung von HRID 235696
[CH2:1]([O:8][CH:9]1[CH2:14][O:13]C(C2C=CC=CC=2)[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.O.S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[CH2:1]([O:8][CH:9]([CH2:10][OH:11])[CH2:14][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 2630835-(Benzyloxy)-2-phenyl-1,3-dioxane

Produkt 1

HCID 2035672-(Phenylmethoxy)-1,3-propanediolAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of about 338 g of 5-(benzyloxy)-2-phenyl-m-dioxane, about 1500 ml of ethanol, about 500 ml of water and about 20 ml of sulfuric acid was refluxed for about 2 hours. The ethanol was removed, the acid neutralized with solid sodium bicarbonate, the mixture steam distilled to remove benzaldehyde and then saturated with potassium carbonate. This mixture was extracted three times with ether. The ether extracts were combined, dried and evaporated. Toluene was added and evaporated. The residue was distilled via a Kugelrohr (about 0.1 mm, 170° C.) giving an oil. This oil was dissolved in about 300 ml of toluene, cooled and diluted with two volumes of petroleum ether. Refrigeration produced about 184.69 g of the desired title compound as a solid.

Aufarbeitung

  1. temperaturewas refluxed for about 2 hours
  2. customThe ethanol was removed
  3. distillationthe mixture steam distilled
  4. customto remove benzaldehyde
  5. extractionThis mixture was extracted three times with ether
  6. customdried
  7. customevaporated
  8. additionToluene was added
  9. customevaporated
  10. distillationThe residue was distilled via a Kugelrohr (about 0.1 mm, 170° C.)
  11. customgiving an oil
  12. temperaturecooled

Quellen und Nachweise

ORD-Eintrag
ord-b47a020e771640b68e2bcc52aedc2de8
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640913

Verknüpfte Notizen

Wird geladen…