Methyl 3-cyclopropyl-3-(4-chlorophenyl)propanoate → 3-Cyclopropyl-3-(4-chlorophenyl)propan-1-ol
反応式
[CH:1]1([CH:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[CH2:5][C:6](OC)=[O:7])[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH:1]1([CH:4]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[CH2:5][CH2:6][OH:7])[CH2:3][CH2:2]1参加物
反応条件
- 温度
- 0 °C
実験手順
A stirred solution of 10.7 grams (0.045 mole) of methyl 3-cyclopropyl-3-(4-chlorophenyl)propanoate in 45 ml of tetrahydrofuran was cooled to 0° C., and 45 ml of 1.0 M of lithium aluminum hydride in tetrahydrofuran was added slowly during a one hour period. Upon completion of addition, the reaction mixture was stirred at 0° C. for two hours and then was allowed to warm to ambient temperature. The reaction was quenched by the sequential addition of 2 ml of water, 2 ml of aqueous 15% sodium hydroxide, and 6 ml of water. The reaction mixture was taken up in 100 ml of diethyl ether. The solution was filtered, and the filtrate was dried with sodium sulfate. The mixture was filtered, and the filtrate was concentrated under reduced pressure, yielding 9.3 grams of 3-cyclopropyl-3-(4-chlorophenyl)propan-1-ol.
後処理
- additionUpon completion of addition
- temperatureto warm to ambient temperature
- customThe reaction was quenched by the sequential addition of 2 ml of water, 2 ml of aqueous 15% sodium hydroxide, and 6 ml of water
- filtrationThe solution was filtered
- dry with materialthe filtrate was dried with sodium sulfate
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-ea1144f715a84f339a5cfe27b7831756
- 出典データセット
- uspto-grants-1993_06
- 特許番号
- US05223536
反応ノート
読み込み中…