Sodium Acetate → ethyl 2-((4R,6S)-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

HRID 877942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 877942
Cl[CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:4]1.[C:17]([O-:20])(=[O:19])[CH3:18].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:17]([O:20][CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:4]1)(=[O:19])[CH3:18]

Komponenten

4

Edukt 2

HCID 517045Sodium AcetateHCID 67323517ethyl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Produkt 1

HCID 53339171ethyl 2-((4R,6S)-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 74236Tetrabutylammonium BromideKatalysator

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

Mixture of ethyl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (60 grams), tetra butyl ammonium bromide (79 grams) and anhydrous sodium acetate (61.2 grams) was heated to reflux temperature and stirred. After the completion of the reaction, the reaction mixture was cooled to 25-30° C. and petroleum ether (50 ml) was added to it then stirred for 60 minutes at 25-30° C. The reaction mixture was filtered and washed with petroleum ether. The solvent from the filtrate was distilled off under reduced pressure to get the title compound.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux temperature
  3. customAfter the completion of the reaction
  4. stirringthen stirred for 60 minutes at 25-30° C
  5. filtrationThe reaction mixture was filtered
  6. washwashed with petroleum ether
  7. distillationThe solvent from the filtrate was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-39710b81b78c4c13afa29ee5dc0b9e9e
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987444B2

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