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2-Mercaptoethanol → 2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethanol

HRID 1019913
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HRID 1019913 반응식
[SH:1][CH2:2][CH2:3][OH:4].Cl[C:6]1[CH:15]=[N:14][C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[CH:11][CH:12]=2)[N:7]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O.CCCCCC>[CH3:17][O:16][C:10]1[CH:9]=[C:8]2[C:13]([N:14]=[CH:15][C:6]([S:1][CH2:2][CH2:3][OH:4])=[N:7]2)=[CH:12][CH:11]=1
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참가 물질

7

반응물 4

HCID 15672-MercaptoethanolHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 126864152-Chloro-7-methoxyquinoxaline

생성물 1

HCID 667462582-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethanol수율 99%

시약·촉매·용매 2

HCID 6228Dimethylformamide
용매
HCID 8058Hexane용매

실험 절차

2-Mercaptoethanol (2.5 g, 32.06 mmol, 1.2 eq) is added at room temperature to a stirred solution of 2-chloro-7-methoxy-quinoxaline (5.2 g, 26.72 mmol, 1.0 eq) in N,N-dimethylformamide (160 mL), followed by potassium carbonate (7.4 g, 53.44 mol, 2.0 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with ethyl acetate (3×150 mL) and water (100 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: ethyl acetate:hexane, 1:2, v/v) to afford 2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethanol as a pale yellow solid (6.22 g, 99% yield).

후처리

  1. customsolvent is evaporated
  2. extractionthe residue is extracted with ethyl acetate (3×150 mL) and water (100 mL)
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a crude product that
  7. customis purified by column chromatography (silica gel, eluent

출처 및 근거

ORD 기록
ord-3fb749eee5e94620b0b5c2a69e436239
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08716280B2

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