反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](I)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Mg]Cl)(C)C.[CH2:21]([CH:23]1[CH:28]([CH3:29])[CH:27]([CH2:30][O:31][Si](C)(C)C)[CH2:26][CH2:25][C:24]1=[O:36])[CH3:22].Cl>C1COCC1.C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:24]2([OH:36])[CH2:25][CH2:26][CH:27]([CH2:30][OH:31])[CH:28]([CH3:29])[CH:23]2[CH2:21][CH3:22])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 25 °C
実験手順
1-Benzyloxy4-iodo-benzene (5.70 g, 18.37 mmol) was dissolved in anhydrous THF (36 mL) at −10° C. Isopropyl magnesium chloride (1.0 M, 18.37 mL) was added and the mixture was stirred for 3 h. A solution of 2-ethyl-3-methyl-4-trimethylsilanyloxymethyl-cyclohexanone (12.0 g in 50 mL THF) was added slowly over 30 min by syringe pump. The reaction mixture was stirred for 30 min at 25° C. and then refluxed for 30 min. The reaction mixture was then cooled to 25° C., HCl (1.0 N, 80 mL) was added slowly, followed by addition of ethyl acetate (100 mL). The organic layer was washed with H2O (100 mL), dried over MgSO4 and purified on SiO2 (10˜15% ethyl acetate/hexane) to yield 1-(4-benzyloxy-phenyl)-2-ethyl-4-hydroxymethyl-3-methyl-cyclohexanol.
後処理
- stirringThe reaction mixture was stirred for 30 min at 25° C.
- temperaturerefluxed for 30 min
- washThe organic layer was washed with H2O (100 mL)
- dry with materialdried over MgSO4
- custompurified on SiO2 (10˜15% ethyl acetate/hexane)
出典と根拠
- ORDレコード
- ord-c3d8936c17564bbeb3e9057aa27ba592
- 出典データセット
- uspto-grants-2007_02
- 特許番号
- US07183445B2
関連ノート
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