Methanol → 5-(2-(4-Hydroxyphenyl)Ethenyl)Benzene-1,3-Diol

HRID 1163277

Reaktionsgleichung

Reaktionsgleichung von HRID 1163277
C(O[C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[CH:18]=CC=[CH:15][CH:14]=2)=[C:7](OC(=O)C)[C:6]=1[O:23]C(=O)C)(=O)C.[C:27]([O-:30])(=O)[CH3:28].[NH4+].C[OH:33]>>[C:8]1([CH:11]=[CH:12][C:13]2[CH:18]=[CH:28][C:27]([OH:30])=[CH:15][CH:14]=2)[CH:7]=[C:6]([OH:23])[CH:5]=[C:10]([OH:33])[CH:9]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 517165Ammonium AcetateHCID 67170930HCID 67170930, Verbindung

Produkt 1

HCID 50565-(2-(4-Hydroxyphenyl)Ethenyl)Benzene-1,3-DiolAusbeute 97 %

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

2.10 g (6.0 mmol) triacetoxystilbene were dissolved under reflux in 19.3 ml methanol and 39 ml ammonium acetate solution (25%) was added to the solution. The reaction mixture was stirred for three hours at the same temperature and afterwards the methanol was distilled off. By cooling to 5° C. the product crystallized and could be filtered off. 1.33 g (5.82 mmol, 97%) resveratrol were obtained as a pure compound. The mother liquor was purified by extraction with methyl-butyl-ether and neutralized with ammonia. After concentration under reduced pressure the solution was used again for the described reaction.

Aufarbeitung

  1. distillationafterwards the methanol was distilled off
  2. customcrystallized
  3. filtrationcould be filtered off

Quellen und Nachweise

ORD-Eintrag
ord-a39cd5814b8e4cfb83a268c64010e173
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820848B2

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