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Potassium Carbonate → 4-[2-(1H-indol-5-yloxy)ethyl]morpholine

HRID 1749735
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HRID 1749735 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.Cl.Cl[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH:7]1[C:8]2[C:4](=[CH:3][C:2]([O:1][CH2:13][CH2:14][N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:10][CH:9]=2)[CH:5]=[CH:6]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 160545-HydroxyindoleHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)

생성물 1

HCID 221354424-[2-(1H-indol-5-yloxy)ethyl]morpholine수율 50%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 5-hydroxy-1H-indole (0.13 g, 1.0 mmol) in acetonitrile (10 mL) was successively added with N-(2-chloroethyl)morpholine hydrochloride (0.19 g, 1.0 mmol), and potassium carbonate (0.28 g, 2.0 mmol), and the mixture was stirred at room temperature for 72 hours. The solvent was evaporated under reduced pressure, then the residue was added with ethyl acetate, and the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (50:50→20:80)) to obtain 4-[2-(1H-indol-5-yloxy)ethyl]morpholine (0.12 g, 50%).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additionthe residue was added with ethyl acetate
  3. washthe organic layer was washed successively with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. washthe residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (50:50→20:80))

출처 및 근거

ORD 기록
ord-8c0c91f8b8c744c0ac65bb96f73911fd
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156827B2

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