反応式
[CH3:1][C:2]1([CH2:12][OH:13])[O:11][CH2:10][C:5]2([O:9][CH2:8][CH2:7][O:6]2)[CH2:4][O:3]1.[H-].[Na+].Cl[C:17]1[CH:22]=[CH:21][N+:20]([O-:23])=[C:19]([CH3:24])[C:18]=1[CH3:25]>CS(C)=O>[CH3:24][C:19]1[C:18]([CH3:25])=[C:17]([O:13][CH2:12][C:2]2([CH3:1])[O:3][CH2:4][C:5]3([O:6][CH2:7][CH2:8][O:9]3)[CH2:10][O:11]2)[CH:22]=[CH:21][N+:20]=1[O-:23]参加物
実験手順
To a dimethylsulfoxide (15 ml) solution of the (8-methyl-1,4,7,9-tetraoxaspiro[4.5]dec-8-yl)methanol (1.11 g, 5.82 mmol) obtained in the step (5c), sodium hydride, in oil (326 mg, 8.15 mmol as the content was regarded as 60%) was added at room temperature in a nitrogen atmosphere. The mixture was stirred for 30 minutes in the same conditions. To the reaction mixture, 4-chloro-2,3-dimethylpyridine 1-oxide (917 mg, 5.82 mmol) was added at room temperature and the reaction mixture was stirred at 70° C. for 4.5 hours. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/methanol=1/0-5/2 gradient) and desired fractions were concentrated to obtain the title compound (1.20 g, 66.1% yield) as a brown oil.
後処理
- additionwas added at room temperature in a nitrogen atmosphere
- stirringthe reaction mixture was stirred at 70° C. for 4.5 hours
- concentrationThe reaction mixture was concentrated
- customthe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/methanol=1/0-5/2 gradient)
- concentrationdesired fractions were concentrated
出典と根拠
- ORDレコード
- ord-363ea54f6f7548ea81f5ca163b28a6dc
- 出典データセット
- uspto-grants-2008_09
- 特許番号
- US07425634B2
関連ノート
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