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Ethanol → HCID 14157593, Verbindung

HRID 1734238
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1734238
[OH:1][CH2:2][C@@H:3]1[C@@H:7]([CH2:8][OH:9])[O:6][CH2:5][O:4]1.[C:10](OC(=O)C)(=[O:12])[CH3:11].[CH2:17]([OH:19])[CH3:18]>N1C=CC=CC=1>[C:10]([O:1][CH2:2][C@@H:3]1[C@@H:7]([CH2:8][O:9][C:17](=[O:19])[CH3:18])[O:6][CH2:5][O:4]1)(=[O:12])[CH3:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 702EthanolHCID 7918Acetic Anhydride2×HCID 14157576(4R,5R)-4,5-bis(hydroxymethyl)-1,3-dioxolane

Produkt 1

HCID 14157593HCID 14157593, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

The crude (4R,5R)-4,5-bis(hydroxymethyl)-1,3dioxolane obtained in Example 3 was dissolved in 300 ml of pyridine. After the addition of 150 g of excessive amount of acetic anhydride under ice cooling, the mixture was reacted for about 16 hours while stirring at room temperature. 20 ml of ethanol was added in portions while cooling over a water bath in order to decompose the excessive amount of acetic anhydride. After concentration by evaporator, the concentrate was extracted with 500 ml of ethyl acetate and washed with water, followed by removal of the solvent by evaporator. Although this product may be used for the next reaction as it was, the purification by silica gel column chromatography afforded 79.29 g of light yellow oil of (4R,5R)-4,5-bis(acetoxymethyl)-1,3-dioxolane.

Aufarbeitung

  1. customthe mixture was reacted for about 16 hours
  2. temperaturewhile cooling over a water bath in order
  3. concentrationAfter concentration
  4. customby evaporator
  5. extractionthe concentrate was extracted with 500 ml of ethyl acetate
  6. washwashed with water
  7. customfollowed by removal of the solvent by evaporator
  8. customAlthough this product may be used for the next reaction as it
  9. customthe purification by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f78425838ddd476ab0034307ac7136b9
Quelldatensatz
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05532380

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