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

HRID 1019913
ノート
印刷プレビュー

反応式

HRID 1019913 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 8058Hexane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3fb749eee5e94620b0b5c2a69e436239
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08716280B2

反応ノート

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