Methylhydrazine → Trans-6-[2-(4-Hydroxyphenyl)ethenyl]-2-methyl-1(2H)-phthalazinone
Reaktionsgleichung
O[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9](/[CH:12]=[CH:13]/[C:14]3[CH:19]=[CH:18][C:17]([O:20]C)=[CH:16][CH:15]=3)[CH:10]=2)[C:4](=O)[O:3]1.[CH3:22][NH:23][NH2:24]>C(O)C>[OH:20][C:17]1[CH:18]=[CH:19][C:14](/[CH:13]=[CH:12]/[C:9]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[C:4](=[O:3])[N:23]([CH3:22])[N:24]=[CH:2]3)=[CH:15][CH:16]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Trans-3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phthalide (15 g) was dissolved in refluxing ethanol (85 ml) and methylhydrazine (10 ml) was added slowly. The resulting suspension was refluxed for 3 hours, then cooled and filtered to give the 2-methyl-1(2H)-phthalazinone, mp 223°-225° C. The methoxy phthalazinone (10 g) was mixed with pyridine hydrochloride (35 g) and heated to 180° C. for 10 hours. The mixture was diluted with water, filtered and washed with isopropanol to give the desired phenol (4.3 g), mp 282°-284° C.