Methanol → Methyl 3-methoxy-2-(methoxymethyl)propanoate

HRID 902851

Reaktionsgleichung

Reaktionsgleichung von HRID 902851
[CH3:1][O-:2].[Na+].Br[CH2:5][C:6](=[CH2:11])[C:7]([O:9][CH3:10])=[O:8].[CH3:12][OH:13]>C(OCC)C>[CH3:1][O:2][CH2:5][CH:6]([CH2:11][O:13][CH3:12])[C:7]([O:9][CH3:10])=[O:8]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 5210932-Propenoic acid, 2-(bromomethyl)-, methyl esterHCID 10942334Sodium Methoxide

Produkt 1

HCID 22934772Methyl 3-methoxy-2-(methoxymethyl)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Sodium methoxide (1.21 g) was added to a solution of methyl 2-(bromomethyl)acrylate (1.0 ml) in methanol (10 ml), and the mixture was heated under reflux for 26 hours. After cooling, the reaction mixture was diluted with diethyl ether, and precipitate was collected by filtration and the filtrate was concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4) to obtain the title compound (726 mg).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 26 hours
  3. temperatureAfter cooling
  4. filtrationwas collected by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe resultant residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4)

Quellen und Nachweise

ORD-Eintrag
ord-2380bbf5a74c4fafaa8e79e6e211fbcd
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365205B2

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