Sodium Hydroxide → 5-Bromo-3-methyl-1-benzofuran

HRID 1403488ノート

反応式

HRID 1403488 の反応式
[C:1]([C:4]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:5]=1[O:6][CH2:7]C(O)=O)(=O)[CH3:2].CC([O-])=O.[Na+].[OH-].[Na+]>C(OC(=O)C)(=O)C>[Br:15][C:13]1[CH:12]=[CH:11][C:5]2[O:6][CH:7]=[C:1]([CH3:2])[C:4]=2[CH:14]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 517045Sodium AcetateHCID 192613632-(2-Acetyl-4-bromophenoxy)acetic acid

生成物 1

HCID 123375005-Bromo-3-methyl-1-benzofuran収率 93%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

To a solution of 2-(2-acetyl-4-bromophenoxy)acetic acid (5.3 g, 19.41 mmol) in acetic anhydride (100 mL) was added NaOAc (3.19 g, 38.90 mmol). The resulting solution was heated to reflux overnight. The pH value of the resulting solution was adjusted to 7 with aqueous sodium hydroxide, extracted with ether (50 mL×3), dried over anhydrous sodium sulfate and concentrated under vacuum to give a residue, which was purified by silica gel chromatography (petroleum ether) to afford 5-bromo-3-methyl-1-benzofuran as a light yellow oil (3.8 g, 93%).

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux overnight
  3. extractionextracted with ether (50 mL×3)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customto give a residue, which
  7. customwas purified by silica gel chromatography (petroleum ether)

出典と根拠

ORDレコード
ord-0164260e107c431c9c80f14973ae0938
出典データセット
uspto-grants-2014_12
特許番号
US08912188B2

反応ノート

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