1,2,3-Trimethoxybenzene → 5-Oxo-5-(2,3,4-trimethoxy-phenyl)-pentanoic acid methyl ester

HRID 33953

Reaktionsgleichung

Reaktionsgleichung von HRID 33953
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[O:11][CH3:12].[CH3:13][O:14][C:15](=[O:22])[CH2:16][CH2:17][CH2:18][C:19]([O-])=[O:20]>>[CH3:13][O:14][C:15](=[O:22])[CH2:16][CH2:17][CH2:18][C:19](=[O:20])[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([O:11][CH3:12])[C:5]=1[O:9][CH3:10]

Komponenten

3

Edukt 2

HCID 124621,2,3-TrimethoxybenzeneHCID 69931945-Methoxy-5-oxopentanoate

Produkt 1

HCID 689200075-Oxo-5-(2,3,4-trimethoxy-phenyl)-pentanoic acid methyl esterAusbeute 77 %

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

75 g of polyphosphoric acid (Acros) was charged in a 250 mL round bottom flask, followed by addition of 1,2,3-trimethoxybenzene (5.0 g, 29.73 mmol), and mono-methylglutarate (6.516 g, 44.60 mmol). The reaction mixture was stirred mechanically for 2.5 h at 45° C. The reaction mixture was then poured into a 1000 mL beaker containing around 250 mL of ice, and stirred well until all the product precipitated out. The tan colored product was then filtered and washed with water and dried under vacuum. No, purification required at this stage. 6.78 g (77%) of product was obtained, which was pure by NMR.

Aufarbeitung

  1. additionThe reaction mixture was then poured into a 1000 mL beaker
  2. stirringstirred well until all the product
  3. customprecipitated out
  4. filtrationThe tan colored product was then filtered
  5. washwashed with water
  6. customdried under vacuum
  7. customNo, purification

Quellen und Nachweise

ORD-Eintrag
ord-31bb2fbdf8ae4a799762b97d126b8f44
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429681B2

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