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Water → HCID 21990154、化合物

HRID 597825
ノート
印刷プレビュー

反応式

HRID 597825 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([CH2:11][CH2:12][OH:13])[C:8]([O:14][CH3:15])=[CH:7][C:6]=1[OH:16])=O.C([O-])(=O)C.[Na+].O.C(OCC)(=O)C>CO>[CH3:15][O:14][C:8]1[C:9]([CH2:11][CH2:12][OH:13])=[CH:10][C:5]2[CH:3]=[CH:2][O:16][C:6]=2[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 517045Sodium AcetateHCID 21990092HCID 21990092、化合物

生成物 1

HCID 21990154HCID 21990154、化合物収率 13.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

16.4 g of the above 2-bromo-1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone was dissolved in 70 ml of methanol. Thereafter, 17.3 g of sodium acetate was added to the obtained solution, and the obtained mixture was then heated to reflux for 5 minutes. After cooling, water and ethyl acetate were added to the reaction mixture, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. The solvent was then distilled away under a reduced pressure. The residue was dissolved in 150 ml of methanol. Thereafter, 6.30 g of sodium borohydride was dividedly added to the obtained solution, and the obtained mixture was stirred at a room temperature for 1 hour. Subsequently, 6 mol/l hydrochloric acid was added to the reaction solution, so that the pH thereof was adjusted to pH 1. The obtained solution was further stirred at a room temperature for 1 hour. This reaction mixture was concentrated under a reduced pressure. Thereafter, water and ethyl acetate were added thereto, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. The solvent was then distilled away under a reduced pressure. The residue was purified by column chromatography (eluent:hexane:ethyl acetate=4:1), so as to obtain 1.48 g of a light yellow crystal, 2-(6-methoxy-1-benzofuran-5-yl)-1-ethanol.

後処理

  1. temperaturethe obtained mixture was then heated
  2. temperatureto reflux for 5 minutes
  3. temperatureAfter cooling
  4. customan organic layer was separated
  5. washThe organic layer was successively washed with water
  6. dry with materiala saturated saline solution, and then dried over anhydrous magnesium sulfate
  7. distillationThe solvent was then distilled away under a reduced pressure
  8. dissolutionThe residue was dissolved in 150 ml of methanol
  9. additionThereafter, 6.30 g of sodium borohydride was dividedly added to the obtained solution
  10. additionSubsequently, 6 mol/l hydrochloric acid was added to the reaction solution, so that the pH
  11. stirringThe obtained solution was further stirred at a room temperature for 1 hour
  12. concentrationThis reaction mixture was concentrated under a reduced pressure
  13. additionThereafter, water and ethyl acetate were added
  14. customan organic layer was separated
  15. washThe organic layer was successively washed with water
  16. dry with materiala saturated saline solution, and then dried over anhydrous magnesium sulfate
  17. distillationThe solvent was then distilled away under a reduced pressure
  18. customThe residue was purified by column chromatography (eluent:hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-5ab2884970f64dbda2b3b279439616b3
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07897594B2

反応ノート

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