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Indole → 1H-Indole, 1-(1-methoxyethyl)-

HRID 427768
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인쇄 미리보기

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HRID 427768 반응식
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4]1.Cl[CH:13]([O:15][CH3:16])[CH3:14]>CN(C=O)C>[CH3:16][O:15][CH:13]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4]1)[CH3:14]
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참가 물질

5

반응물 3

HCID 798IndoleHCID 24758Sodium hydrideHCID 1370671-Chloro-1-methoxyethane

생성물 1

HCID 315761H-Indole, 1-(1-methoxyethyl)-수율 58%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

To a suspension of NaH (1.92 gm of a 60% dispersion in oil) in 75 mL of DMF was added indole (4.68 gm, 40 mmol) (Aldrich). The mixture was stirred for 15 minutes at 0° C., and 1-chloroethyl methylether (4 mL) was added dropwise. The resulting mixture was stirred at 0° C. for 1 hour and poured over ice/water, and extracted with toluene. The organic layer was dried over magnesium sulfate, and evaporated. The residue was purified by flash chromatography using EtOAc/hexanes to give 4 gm of 1-[1-methoxyethyl]indole. (Yield 58%).

후처리

  1. stirringThe resulting mixture was stirred at 0° C. for 1 hour
  2. extractionextracted with toluene
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-fda5e46a6cce4fcdb4ebce9c540d39c0
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313143B1

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