Water → 2-Hydroxy-5-nitroindane
反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8](=[O:13])[CH2:7]2)([O-:3])=[O:2].[BH4-].[Na+].O>CCO.CC(O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([OH:13])[CH2:7]2)([O-:3])=[O:2]参加物
5
実験手順
5-nitro-2-indanone (5.3 g, 30 mmol) was dissolved in EtOH: i-PrOH (1:1, 150 mL). NaBH4 (1.7 g, 45 mmol) was added portion by portion at room temperature. The reaction mixture was stirred at r.t for additional 30 min and water was added at 0° C. (ice-water bath). The reaction mixture was extracted with EtOAc (100 mL×3) and the combined organic layers were washed with water and brine and dried over Na2SO4. Purification of the concentrated crude product by column chromatography (EtOAc:Hexane=4:6) afforded the title product as a pale yellow oil (4.47 g, 83%).
後処理
- extractionThe reaction mixture was extracted with EtOAc (100 mL×3)
- washthe combined organic layers were washed with water and brine
- dry with materialdried over Na2SO4
- customPurification of the
- concentrationconcentrated crude product by column chromatography (EtOAc:Hexane=4:6)
出典と根拠
- ORDレコード
- ord-4d9bd03370604442bfe5fe16b9383313
- 出典データセット
- uspto-grants-2015_01
- 特許番号
- US08927548B2
反応ノート
読み込み中…