[1-(Propan-2-yl)-1H-indol-6-yl]methanol → 1-Isopropyl-1H-indole-6-carbaldehyde

HRID 1510131ノート

反応式

HRID 1510131 の反応式
[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]>C(Cl)(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH:13]=[O:14])[CH:11]=2)[CH:6]=[CH:5]1)([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 29038143[1-(Propan-2-yl)-1H-indol-6-yl]methanol

生成物 1

HCID 290381421-Isopropyl-1H-indole-6-carbaldehyde

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
60 °C

実験手順

To a solution of (1-isopropyl-1H-indol-6-yl)methanol (0.18 g, 0.97 mmol) in CCl4(5 mL) was added manganese dioxide (0.13 g, 1.45 mmol). After stirring at 60° C. for 1 h, then 77° C. for 2 h, filtered reaction mixture through celite and concentrated. Partitioned crude compound 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

  1. wait77° C. for 2 h
  2. filtrationfiltered
  3. customreaction mixture through celite and
  4. concentrationconcentrated
  5. customPartitioned crude compound between saturated sodium bicarbonate and EtOAc
  6. washwashed with H2O and brine
  7. dry with materialdried with Na2SO4
  8. concentrationconcentrated
  9. customThe crude compound was chromatographed

出典と根拠

ORDレコード
ord-e1c64bb396604cc2a93274fa62715ab7
出典データセット
uspto-grants-2012_07
特許番号
US08211904B2

反応ノート

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