反応式
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[OH:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:20][O:21][CH2:22][CH2:23][CH2:24]Br>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[O:17][CH2:24][CH2:23][CH2:22][O:21][CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1参加物
実験手順
A solution of 28.8 g of 4-benzyloxy-3-hydroxy-benzaldehyde in 100 ml of dimethylformamide is added dropwise to a suspension of 5.54 g of NaH (60% dispersion in mineral oil) in 150 ml of absolute dimethylformamide. The reaction mixture is stirred at room temperature. After 30 minutes, a solution of 29 g of 3-methoxybromopropane in 120 ml of dimethylformamide is added thereto, and the mixture is stirred at room temperature for a further 4 hours and is then concentrated by evaporation under reduced pressure. The residue is partitioned between diethyl ether and water. The combined organic phases are dried over sodium sulfate and concentrated by evaporation, and the residue is purified by FC (100 g of silica gel, dichloromethane), yielding the title compound, which crystallises spontaneously: Rf (dichloromethane/diethyl ether)=0.44.
後処理
- stirringthe mixture is stirred at room temperature for a further 4 hours
- concentrationis then concentrated by evaporation under reduced pressure
- customThe residue is partitioned between diethyl ether and water
- dry with materialThe combined organic phases are dried over sodium sulfate
- concentrationconcentrated by evaporation
- customthe residue is purified by FC (100 g of silica gel, dichloromethane)
出典と根拠
- ORDレコード
- ord-734ad19326e342d4a419633534575f3a
- 出典データセット
- uspto-grants-1997_05
- 特許番号
- US05627182
関連ノート
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