Benzyl Chloride → Methyl 2-(benzyloxy)propanoate

HRID 512808

Reaktionsgleichung

Reaktionsgleichung von HRID 512808
CC(C)([O-])C.[K+].[C:7]([O:12][CH3:13])(=[O:11])[CH:8]([CH3:10])[OH:9].[CH2:14](Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C=O)C>[CH2:14]([O:9][CH:8]([CH3:10])[C:7]([O:12][CH3:13])=[O:11])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 11040Methyl LactateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 561764Methyl 2-(benzyloxy)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a pre-cooled solution of potassium tertiary butoxide (538.4 g) in DMF (1750 ml) at −20 to −10° C., added racemic methyl lactate compound of formula-11 (500 g) followed by benzyl chloride (547 g) at −20 to −10° C. and the reaction mixture was stirred for 5 hours at the same temperature. After completion of the reaction, the reaction mixture was quenched with water and the reaction mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and 10% sodium chloride solution and then distilled off the solvent from ethyl acetate layer under reduced pressure to get the title compound as a residue. The obtained residue was taken into next step without isolation.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe reaction mixture was quenched with water
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with water and 10% sodium chloride solution
  5. distillationdistilled off the solvent from ethyl acetate layer under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-36e5364bb8604b519f3405652f340859
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102664B2

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