Sodium ethoxide → 4-(3-(2-oxopyrrolidin-1-yl)benzyl)phthalazin-1(2H)-one
反応式
Cl[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18](=[O:25])[NH:17][N:16]=2)[CH:9]=1)=[O:6].[O-]CC.[Na+]>C(O)C>[O:6]=[C:5]1[CH2:4][CH2:3][CH2:2][N:7]1[C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[CH2:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18](=[O:25])[NH:17][N:16]=1参加物
4
実験手順
4-Chloro-N-[3-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]butyramide (1 g, 2.8 mmol) was added in portions at 0° C. to a stirred solution of sodium ethoxide [from sodium (0.15 g, 6.7 mmol)] in ethanol (10 ml), then the mixture was heated under reflux for 3 hours, cooled to ambient temperature and added to ice-water (50 ml). The resulting solid was collected by filtration, washed with water (10 ml) and dried in vacuo to give 4-[3-(2-oxopyrrolidin-1-yl)benzyl]-2H-phthalazin-1-one (0.77 g) as an off-white solid, m.pt. 206–207° C.; 250 MHz 1H-nmr (d6-DMSO) δ (ppm): 2.00 (m, 2H) (—CH2CH2CH2—), 2.55 (m-partially obscured by DMSO peak, 2H) (—NCH2—), 3.75 (t, 2H) (—COCH2—), 4.3 (s, 2H) (ArCH2—), 7.05 (d, 1H) (ArH), 7.25 (t, 1H) (ArH), 7.5 (d, 1H) (ArH), 7.7 (s, 1H) (ArH), 7.75–8.0 (m, 3H) (3×ArH), 8.25 (d, 1H) (ArH); m/z (M+H)+. 320, 100% purity.