Propargyl bromide → HCID 18171842, Verbindung

HRID 396411Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 396411
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[CH:6][O:7]2.C([O-])([O-])=O.[K+].[K+].[CH2:28](Br)[C:29]#[CH:30]>CC(C)=O>[C:28]([O:12][C:10]1[CH:9]=[C:8]2[C:3]([C:4](=[O:21])[C:5]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)=[CH:6][O:7]2)=[C:2]([OH:1])[CH:11]=1)#[C:29][CH3:30]

Komponenten

5

Edukt 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 5280373Biochanin A

Produkt 1

HCID 18171842HCID 18171842, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 5,7-dihydroxy-4′-methoxyisoflavone (2.84 g, 0.01 mol), K2CO3 (2.8 g, 0.02 mol), Kl (0.166 g, 0.001 mol), propargyl bromide (1.78 g 0.015 mol) and acetone (100 mL) was refluxed 10 h and hot filtered. The solvent was evaporated and the residue was crystallized by toluene. This yields 2.25 g of a product with the following characteristics: m.p. 174-176° C.; 1H NMR (CDCl3) δ: 2.6 (m, 1H), 3.86 (s, 3H), 4.8 (s, 2H), 647-7.91 (m, 7H), 12.90 (s, 1H).

Aufarbeitung

  1. temperaturewas refluxed 10 h
  2. customThe solvent was evaporated
  3. customthe residue was crystallized by toluene

Quellen und Nachweise

ORD-Eintrag
ord-3780ca806f0b4e51be78f17a7326712f
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608089B2

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