Reaktionsgleichung
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:20](Br)[C:21]#[CH:22]>CC(C)=O>[C:20]([O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1)#[C:21][CH3:22]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 7-hydroxy-4-methylcoumarin (1.76 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 1.93 g of a product with the following characteristics: m.p.140-141° C.; 1H NMR (CDCl3) δ: 2.4 (s), 2.69 (m), 4.8 (s, 2H), 6.15-7.58 (m, 4H).
Aufarbeitung
- temperaturewas refluxed 10 h
- customThe solvent was evaporated
- customthe residue was crystallized by toluene
Quellen und Nachweise
- ORD-Eintrag
- ord-5809cee91b294671bfad6c4a06877e28
- Quelldatensatz
- uspto-grants-2003_08
- Patentnummer
- US06608089B2
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