Dimethylformamide → 1-(Methylcarbonyloxy-methyl)-5-(1-acenaphthyl)-spiro[indoline-3,4'-piperidin]-2-one
反応式
Br[CH:2]1[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[CH2:3]1.COC([CH2:18][N:19]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:21]2([CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[C:20]1=[O:33])=O.[C:34](=[O:37])([O-])[O-:35].[K+].[K+].[CH3:40]N(C)C=O>>[CH3:40][C:34]([O:35][CH2:18][N:19]1[C:32]2[C:27](=[CH:28][C:29]([CH:2]3[C:12]4=[C:13]5[C:8](=[CH:9][CH:10]=[CH:11]4)[CH:7]=[CH:6][CH:5]=[C:4]5[CH2:3]3)=[CH:30][CH:31]=2)[C:21]2([CH2:22][CH2:23][NH:24][CH2:25][CH2:26]2)[C:20]1=[O:33])=[O:37]参加物
5
実験手順
1-Bromo-acenaphthene (0.022 g, 0.093 mmol) and 1-(methoxycarbonylmethyl)-spiro[indoline-3,4′-piperidin]-2-one (0.013 g, 0.046 mmol) were dissolved in dry N,N-dimethylformamide (1 mL). Potassium carbonate (0.02 g, 0.14 mmol) was then added and the reaction mixture was stirred at room temperature under a nitrogen atmosphere for 18 hours. The reaction mixture was partitioned with water and ethyl acetate. The organic layer was washed with brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (5% methanol/dichloromethane) to yield the title compound as a foam.
後処理
- customThe reaction mixture was partitioned with water and ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried with Na2SO4
- filtrationfiltered
- customthe solvent evaporated in vacuo
- customto yield a crude oil
- customThe crude oil was purified via flash chromatography (5% methanol/dichloromethane)
出典と根拠
- ORDレコード
- ord-b4863591d39542a7abd8812fb145e4ff
- 出典データセット
- uspto-grants-2010_02
- 特許番号
- US07655670B2
反応ノート
読み込み中…