Lithium borohydride → (1-Isopropyl-1H-indol-6-yl)methanol
反応式
[CH:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13](OC)=[O:14])[CH:11]=2)[CH:6]=[CH:5]1)([CH3:3])[CH3:2].[BH4-].[Li+]>C1COCC1>[CH:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:13][OH:14])[CH:11]=2)[CH:6]=[CH:5]1)([CH3:3])[CH3:2]参加物
4
実験手順
To a 0° C. solution of methyl 1-isopropyl-1H-indole-6-carboxylate (0.50 g, 2.30 mmol) in THF (5 mL) was added 1M lithium borohydride in THF (6.90 mL, 6.90 mmol). After stirring at rt for 96 h, quenched with MeOH and let stir for 1 h. The reaction mixture was concentrated, partitioned between saturated sodium bicarbonate and EtOAc, washed with H2O and brine, dried with Na2SO4, and concentrated. The crude compound was chromatographed to give the desired product.
後処理
- customquenched with MeOH
- stirringlet stir for 1 h
- concentrationThe reaction mixture was concentrated
- custompartitioned between saturated sodium bicarbonate and EtOAc
- washwashed with H2O and brine
- dry with materialdried with Na2SO4
- concentrationconcentrated
- customThe crude compound was chromatographed
出典と根拠
- ORDレコード
- ord-8b2dc08af4b54059a33313d5c61c1fd7
- 出典データセット
- uspto-grants-2012_07
- 特許番号
- US08211904B2
反応ノート
読み込み中…