Benzaldehyde → 1,3-Dioxan-5-ol, 2-phenyl-

HRID 235694

Reaktionsgleichung

Reaktionsgleichung von HRID 235694
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:9][CH2:10][CH:11]([CH2:13]O)[OH:12]>C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:2]1([CH:1]2[O:9][CH2:10][CH:11]([OH:12])[CH2:13][O:8]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 240BenzaldehydeHCID 753Glycerol

Produkt 1

HCID 743621,3-Dioxan-5-ol, 2-phenyl-Ausbeute 21,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6101p-Toluenesulfonic acidKatalysator

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of about 184 g of glycerol, about 212.03 g of benzaldehyde and about 3.6 g of p-toluenesulfonic acid was refluxed for about 5 hours, using a Dean-Stark trap. The mixture was then cooled at about 0° C. for about 17 hours and the solid collected and dissolved in about 1200 ml of warm toluene containing about one gram of sodium methoxide. This solution was washed with about 600 ml of dilute (about 1%) dibasic sodium phosphate and dried. Dilution with petroleum ether gave a solid which was recrystallized from toluene-petroleum ether, giving about 76 g of the desired title compound as a white solid.

Aufarbeitung

  1. temperaturewas refluxed for about 5 hours
  2. customthe solid collected
  3. dissolutiondissolved in about 1200 ml of warm toluene containing about one gram of sodium methoxide
  4. washThis solution was washed with about 600 ml
  5. additionof dilute (about 1%) dibasic sodium phosphate
  6. customdried
  7. customDilution with petroleum ether gave a solid which
  8. customwas recrystallized from toluene-petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-8d9b652cce9741c6b4cb4ede5852ad0a
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04640913

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