Benzyl Chloride → Methyl 2-(benzyloxy)propanoate

HRID 512810

Reaktionsgleichung

Reaktionsgleichung von HRID 512810
[C:1]([O:6][CH3:7])(=[O:5])[CH:2]([CH3:4])[OH:3].[CH2:8](Cl)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CC(C)([O-])C.[Na+]>CN(C)C=O>[CH2:8]([O:3][CH:2]([CH3:4])[C:1]([O:6][CH3:7])=[O:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 7503Benzyl ChlorideHCID 11040Methyl LactateHCID 23676156Sodium t-butoxide

Produkt 1

HCID 561764Methyl 2-(benzyloxy)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a pre-cooled solution of racemic methyl lactate (200 g) in dimethyl formamide (400 ml) at 0-10° C., added benzyl chloride (218.8 g). Sodium tertiary butoxide (224.6 g) was added to the reaction mixture at 0-10° C. and stirred for 6 hours at 25-35° C. After completion of the reaction, the reaction mixture was quenched with water and extracted with toluene. The toluene layer was washed with water followed by 10% sodium chloride solution. The obtained toluene layer containing title compound was taken to next step.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe reaction mixture was quenched with water
  3. extractionextracted with toluene
  4. washThe toluene layer was washed with water
  5. additionThe obtained toluene layer containing title compound

Quellen und Nachweise

ORD-Eintrag
ord-a26405a450844edfbca5095bd1d67402
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102664B2

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