Water → 2'-(Ethoxycarbonyloxy)4,4',6'-trimethoxychalcone

HRID 364659

Reaktionsgleichung

Reaktionsgleichung von HRID 364659
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].OC1C=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([O:28][CH3:29])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1.[OH2:30].N1[CH:36]=[CH:35]C=CC=1>>[CH2:35]([O:3][C:2]([O:4][C:5]1[CH:6]=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([O:28][CH3:29])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[O:30])[CH3:36]

Komponenten

5

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 10928Ethyl chloroformateHCID 235736Flavokavain A

Produkt 1

HCID 537547452'-(Ethoxycarbonyloxy)4,4',6'-trimethoxychalconeAusbeute 53 %

Versuchsvorschrift

Ethyl chloroformate (216 mg) was added dropwise to a solution of 2'-hydroxy-4,4',6'-trimethoxychalcone (314 mg) in 5 ml of pyridine. After stirring at room temperature for 30 minutes, the mixture was poured into water (30 ml). The mixture was extracted with three 30 ml portions of chloroform, and the combined extracts were washed with water, dried over Na2SO4 and evaporated to give an oily residue. Crystallization of the residue from methanol gave 202 mg (53% yield) of 2'-(ethoxycarbonyloxy)4,4',6'-trimethoxychalcone as pale yellow prisms; m.p. 107° C.

Aufarbeitung

  1. extractionThe mixture was extracted with three 30 ml portions of chloroform
  2. washthe combined extracts were washed with water
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customto give an oily residue
  6. customCrystallization of the residue from methanol

Quellen und Nachweise

ORD-Eintrag
ord-886c005a8ab34ef0b612cdf910c5845e
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04605674

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