N,N-Diethylaniline → HCID 12900443, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[CH:11]=[C:10]([O:12]CC=C)[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:16])[O:7]2.CCOC(C)=O.CCN([C:28]1[CH:29]=CC=C[CH:33]=1)CC>>[CH3:1][C:2]1[CH:11]=[C:10]([OH:12])[C:9]([CH2:29][CH:28]=[CH2:33])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:16])[O:7]2Komponenten
4
Versuchsvorschrift
A solution of 5-methyl-7-allyloxycoumarin (IV; 13.8 g) in diethylaniline (60 ml) was refluxed for 5 hours. After cooling, EtOAc (250 ml) was added and the mixture was washed several times with dil. HCl and then with water; the solvent was evaporated from the dried (Na2SO4) organic phase and the residue by crystallization from EtOAc gave 5-methyl-7-hydroxy-8-allylcoumarin (VIII; 4.5 g; m.p. 177° C.). ##STR11##