反応式
[CH3:1][N:2]([CH3:16])[CH2:3][C@H:4]([CH3:15])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)=[O:6].B(O)(O)[C@H:18]1N(C([C@@H](N)C(C)C)=O)CC[CH2:19]1.CS(O)(=O)=O.C([Mg]Br)C.S([O-])(O)(=O)=O.[NH4+]>O1CCCC1>[CH3:16][N:2]([CH3:1])[CH2:3][C@H:4]([CH3:15])[C@:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)([OH:6])[CH2:18][CH3:19]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 5 °C
実験手順
(S)-3-(Dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one (774.6 g, 3.5 mol, ee 95%) was dissolved in dry tetrahydrofuran (800 mL) in a 10 L double jacket vessel equipped with an electrical impeller stirrer, a gas transition line, Pt100 temperature measuring equipment and an oil based cooling/heating system and ethyl magnesium bromide (2 L, 2 M in THF) was added at a temperature of 15° C. within 2 hours. The reaction mixture was stirred for two hours at that temperature, cooled to 5° C. and aqueous ammonium hydrogen sulfate solution (10% by weight, 2 L) was added. The phases were separated and the organic phase was concentrated in vacuo at 40° C. until a pressure of 5 mbar was reached. (2S,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-ol (871.1 g, 99%) was obtained as a colorless oil (ee 95%).
後処理
- customequipped with an electrical impeller stirrer
- additionwas added at a temperature of 15° C. within 2 hours
- customThe phases were separated
- concentrationthe organic phase was concentrated in vacuo at 40° C. until a pressure of 5 mbar
出典と根拠
- ORDレコード
- ord-122f5501f9b44ff88ec18d6e1c6d58b6
- 出典データセット
- uspto-grants-2014_11
- 特許番号
- US08877974B2
関連ノート
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