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

HRID 1510131노트

반응식

HRID 1510131 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e1c64bb396604cc2a93274fa62715ab7
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211904B2

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