反応式
O[C:2]1[C:7]([CH2:8][C:9]2[CH:22]=[CH:21][C:12]([CH:13]=[C:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:23][C:24]1[C:30]([CH3:31])=[C:29]([OH:32])[C:28]([CH3:33])=[CH:27][C:25]=1[OH:26].S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>ClC(Cl)C>[CH3:33][C:28]1[C:29](=[O:32])[C:30]([CH3:31])=[C:24]([CH3:23])[C:25](=[O:26])[C:27]=1[CH:8]([C:7]1[CH:2]=[N:3][CH:4]=[CH:5][CH:6]=1)[C:9]1[CH:22]=[CH:21][C:12]([CH:13]=[C:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=1参加物
実験手順
To a solution of 1.0 g (3.36 mmol) of ethyl 4-[hydroxy-(3-pyridyl)]methyl-α-methylcinnamate in 10 ml of dichloroethane, 514 mg (3.38 mmol) of 2,3,5-trimethylhydroquinone and 0.28 ml (5.26 mmol) of concentrated sulfuric acid were added and refluxed by heating for 2 hours. The reaction mixture was made weakly alkaline with a saturated solution of sodium hydrogen carbonate, and the organic phase was separated while the aqueous phase was extracted with chloroform and the extract was combined with the organic phase. The organic phase was oxidized with ferric chloride, washed with water, dried, and concentrated. The residue was purified with silica gel column chromatography (isopropyl ether-acetic ester (1:1)), to give 1.2 g (yield 82.7%) of ethyl 4-[3,5,6-trimethyl-1,4-benzoquinon-2-yl(3-pyridyl)methyl]-α-methylcinnamate. The physical data are shown in Table 1.
後処理
- temperaturerefluxed
- temperatureby heating for 2 hours
- customthe organic phase was separated while the aqueous phase
- extractionwas extracted with chloroform
- washwashed with water
- customdried
- concentrationconcentrated
- customThe residue was purified with silica gel column chromatography (isopropyl ether-acetic ester (1:1))
出典と根拠
- ORDレコード
- ord-4ddd092b384e47c4b2fdf0073c714ae3
- 出典データセット
- uspto-grants-1989_07
- 特許番号
- US04851413
関連ノート
読み込み中…