反応式
[CH:1]1[C:6]2[CH2:7][C@H:8]3[N:13]([CH2:14][CH:15]4[CH2:17][CH2:16]4)[CH2:12][CH2:11][C@:10]45[C@H:18]([C:20]([CH2:22][CH2:23][C@@:9]34[OH:24])=O)[O:19][C:4]([C:5]=25)=[C:3]([OH:25])[CH:2]=1.Cl.Cl.[NH2:28][OH:29].[OH-].[Na+].O>CO>[N:28](=[C:20]1[CH2:22][CH2:23][C@:9]2([OH:24])[C@:10]34[CH2:11][CH2:12][N:13]([CH2:14][CH:15]5[CH2:17][CH2:16]5)[C@@H:8]2[CH2:7][C:6]2[CH:1]=[CH:2][C:3]([OH:25])=[C:4]([O:19][C@@H:18]13)[C:5]4=2)[OH:29]参加物
実験手順
A mixture of naltrexone hydrochloride (1.34 g, 3 mmol) and hydroxylamine hydrochloride (0.28 g, 4 mmol) was dissolved in 20 mL of MeOH and 2.8 mL of aqueous NaOH added. The mixture was stirred for 15 h. Water was added (100 mL) and the mixture extracted with 150 mL CHCl3 (3×50 mL). The combined extracts were dried (MgSO4) and evaporated. The residue obtained was chromatographed on a column of silica gel (approx. size 40 microns) using ethyl acetate-ethanol-NH4OH (300:1.5:2) as eluent. The combined fractions were evaporated and the residue recrystallized from CH2Cl2 -petroleum ether. Yield: 0.54 g (50.5%) mp 235-236° C. IR (KBr): No C=O absorption at 1720 cm-1. 1H NMR (CDCl3) δ6.7 (2d, 2H, J=10 Hz) 5 (s,C5H); Rf: silica gel 60 in ethylacetate-EtOH-NH4OH (100:1:1) 0.22. Anal. Calcd for C20H24N2O4 : C, 67.40; H, 6.79; N, 7.86. Found: C, 67.12; H, 6.88; N, 7.63.
後処理
- extractionthe mixture extracted with 150 mL CHCl3 (3×50 mL)
- dry with materialThe combined extracts were dried (MgSO4)
- customevaporated
- customThe residue obtained
- customwas chromatographed on a column of silica gel (approx. size 40 microns)
- customThe combined fractions were evaporated
- customthe residue recrystallized from CH2Cl2 -petroleum ether
- customIR (KBr): No C=O absorption at 1720 cm-1
出典と根拠
- ORDレコード
- ord-62ceef49c77447859b572a476de99f30
- 出典データセット
- uspto-grants-1988_07
- 特許番号
- US04760069
関連ノート
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