Potassium Carbonate → 1-(5-Hydroxy-1-benzothiophen-2-yl)ethan-1-one

HRID 2183624

反応式

HRID 2183624 の反応式
C(O[C:10]1[C:18]2[CH:17]=[C:16]([C:19](=[O:21])[CH3:20])[S:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)(=O)C1C=CC=CC=1.C(=O)([O-])[O-:23].[K+].[K+].[OH-].[Na+]>O1CCCC1>[OH:23][C:11]1[CH:12]=[CH:13][C:14]2[S:15][C:16]([C:19](=[O:21])[CH3:20])=[CH:17][C:18]=2[CH:10]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 224736702-Acetylbenzo[b]thiophen-4-yl benzoate

生成物 1

HCID 122356811-(5-Hydroxy-1-benzothiophen-2-yl)ethan-1-one収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2-acetylbenzo[b]thiophen-4-yl benzoate (0.13 g), potassium carbonate (0.18 g), tetrahydrofuran (25 ml) and 5M aqueous sodium hydroxide solution (10 ml) was heated under reflux for 1 hour, then cooled to ambient temperature and concentrated in vacuo. The aqueous residue was acidified by the addition of 5M hydrochloric acid (20 ml), then the product was extracted into dichloromethane (2×25 ml). The combined extracts were washed with water (20 ml), 10% aqueous sodium hydrogencarbonate solution (3×20 ml) and water (2×20 ml), then dried (MgSO4) and the solvent was removed in vacuo to give 1-(5-hydroxybenzo[b]thiophen-2-yl]ethan-1-one (0.07 g) as a yellow solid which was used without further purification.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. concentrationconcentrated in vacuo
  4. additionThe aqueous residue was acidified by the addition of 5M hydrochloric acid (20 ml)
  5. extractionthe product was extracted into dichloromethane (2×25 ml)
  6. washThe combined extracts were washed with water (20 ml), 10% aqueous sodium hydrogencarbonate solution (3×20 ml) and water (2×20 ml)
  7. dry with materialdried (MgSO4)
  8. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-742a1357f62c4f90931c5e1fa0a986ca
出典データセット
uspto-grants-2005_05
特許番号
US06900216B2

関連ノート

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