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

HRID 1679008

Reaktionsgleichung

Reaktionsgleichung von HRID 1679008
[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.S(=O)(=O)(O)O.O>C(O)C>[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

5

Edukt 3

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

Produkt 1

HCID 2035672-(Phenylmethoxy)-1,3-propanediolAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 370 g of 5-benzyloxy-2-phenyl-1,3-dioxane and 35 ml of concentrated sulfuric acid in a medium of 750 ml of water and 1.2 l of ethanol was refluxed for 2 hours. The ethanol was then removed by evaporation under reduced pressure, and by-product benzaldehyde was removed by steam distillation. The aqueous mixture was saturated with potassium carbonate, and the product was extracted from the aqueous medium with ether. The ethereal solution was dried (MgSO4) and evaporated under reduced pressure to give solid product, which upon recrystallization from a benzane/ligroine system gave 218 g of 2-benzyloxy-1,3-propanediol, m.p. 38°-39° C.

Aufarbeitung

  1. customThe ethanol was then removed by evaporation under reduced pressure, and by-product benzaldehyde
  2. customwas removed by steam distillation
  3. extractionthe product was extracted from the aqueous medium with ether
  4. dry with materialThe ethereal solution was dried (MgSO4)
  5. customevaporated under reduced pressure
  6. customto give solid product, which
  7. customupon recrystallization from a benzane/ligroine system

Quellen und Nachweise

ORD-Eintrag
ord-12c4757a4cc34b0c9bd85874347a46fc
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04077982

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