Iodoethane → 7-ethoxy-1H-indole

HRID 643423

반응식

HRID 643423 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[OH:10])[CH:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:18][CH3:19]>CC(C)=O>[CH2:18]([O:10][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[NH:1][CH:2]=[CH:3]2)[CH3:19]

참가 물질

5

반응물 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 27376517-Hydroxyindole

생성물 1

HCID 198489347-ethoxy-1H-indole

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 1H-indol-7-ol (500 mg, 3.75 mmol) in acetone (10 mL) at r.t. was added potassium carbonate (3.11 g, 22.5 mmol), followed by iodoethane (0.45 mL, 5.63 mol). The mixture was stirred at r.t. for 16 h then solvent removed under reduced pressure. The crude product thus obtained was purified by chromatography over silica gel to afford 7-ethoxy-1H-indole: 1H NMR (400 MHz, MeOD) δ ppm 1.51 (t, J=6.95 Hz, 3H), 4.22 (q, J=6.91 Hz, 2H), 6.42 (d, J=3.03 Hz, 1H), 6.63 (d, J=7.58 Hz, 1H), 6.92 (t, J=7.83 Hz, 1H), 7.04-7.23 (m, 2H); MS (ES+): m/z 162.20 (MH+).

후처리

  1. customsolvent removed under reduced pressure
  2. customThe crude product thus obtained
  3. customwas purified by chromatography over silica gel

출처 및 근거

ORD 기록
ord-bb3a710dcbae428abd3e7b7d3ba25af7
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700594B2

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