反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([N+:11]([O-:13])=[O:12])[C:4]=1[N+:14]([O-:16])=[O:15].[Br-].[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH:43]=[C:44]([O:48][CH3:49])[C:45]=1[O:46][CH3:47])[CH2:23][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[H-].[Na+]>ClCCl>[N+:11]([C:5]1[C:4]([N+:14]([O-:16])=[O:15])=[C:3]([O:2][CH3:1])[CH:10]=[CH:9][C:6]=1/[CH:7]=[CH:23]\[C:22]1[CH:43]=[C:44]([O:48][CH3:49])[C:45]([O:46][CH3:47])=[C:20]([O:19][CH3:18])[CH:21]=1)([O-:13])=[O:12]参加物
実験手順
4-methoxy-2,3-dinitrobenzaldehyde (2.94 mmol) and 3,4,5-trimethoxybenzyltriphenyl phosphonium bromide (1.54 g, 2.94 mmol, 1.0 equiv) in anhydrous dichloromethane (25 mL) was added NaH (0.424 g, 17.67 mmol, 6.0 equiv). The reaction mixture was stirred at room temperature for about 7 hours and monitored by TLC. The reaction was quenched by adding water, the organic layer was separated and the aqueous layer was extracted with dichloromethane (3×25 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to orange colored slush. To this was added about 15 mL of dichloromethane and refrigerated overnight. The crude mixture was subjected to flash chromatography to isolate 2′,3′-Dinitro-3,4,4′,5-tetramethoxy-(Z)-stilbene (0.581 g, 1.48 mmol, 51%, solid)
後処理
- customThe reaction was quenched
- additionby adding water
- customthe organic layer was separated
- extractionthe aqueous layer was extracted with dichloromethane (3×25 mL)
- washThe combined organic layer was washed with brine
- dry with materialdried over Na2SO4
- concentrationconcentrated in vacuo to orange colored slush
- additionTo this was added about 15 mL of dichloromethane and refrigerated overnight
出典と根拠
- ORDレコード
- ord-450daebe13584f93b88af5344be92bb9
- 出典データセット
- uspto-grants-2008_06
- 特許番号
- US07384925B2
関連ノート
読み込み中…