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

HRID 1403488노트

반응식

HRID 1403488 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 123375005-Bromo-3-methyl-1-benzofuran수율 93%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-0164260e107c431c9c80f14973ae0938
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912188B2

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