Nitric Acid → HCID 53999933、化合物
反応式
[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:18])[CH2:10][C:11]3([O:17][C:7]=2[CH:6]=[C:5]([O:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:4]=1)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]3.[N+:26]([O-])([OH:28])=[O:27]>>[CH3:1][O:2][C:3]1[C:8]2[C:9](=[O:18])[CH2:10][C:11]3([O:17][C:7]=2[C:6]([N+:26]([O-:28])=[O:27])=[C:5]([O:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:4]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]3参加物
3
実験手順
Ethyl 2-{(5-methoxy-3,4-dihydro-4-oxospiro[2H-1-benzopyran-2,1'-cyclohexan]-7-yl) oxy}acetate prepared in Preparation 49) (1.3 g, 3.92 mmol) is added by portions to fuming nitric acid (d=1.50, 10 ml) at -60° C. with stirring. After one hour stirring at -60° to -40° C., the reaction mixture is poured into ice-cold water. The mixture is extracted with diethyl ether. The ether layer is separated, washed with water and then aqueous sodium bicarbonate, dried and concentrated. The residue is washed with diethyl ether. Recrystallization from a mixture of ethyl acetate and hexane gives the title compounds as a crystalline solid (1.05 g, yield 74.2%, m.p.=142°-143° C.).
後処理
- stirringAfter one hour stirring at -60° to -40° C.
- additionthe reaction mixture is poured into ice-cold water