Acetic Anhydride → 1-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-1-ethanone

HRID 487618노트

반응식

HRID 487618 반응식
[C:1]1([C:7]2[CH:15]=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>S(=O)(=O)(O)O.[OH-].[Na+]>[C:1]1([C:7]2[C:15]([C:16](=[O:18])[CH3:17])=[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 156203422-Phenylpyrazolo[1,5-a]pyridine

생성물 1

HCID 107049561-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)-1-ethanone수율 47.7%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 14798Sodium Hydroxide용매

실험 절차

2-Phenylpyrazolo[1,5-a]pyridine (2.00 g) was added to a stirred solution of acetic anhydride (4.20 g) and two drops of sulfuric acid at room temperature. After being stirred under reflux for 14 hours, the reaction mixture was poured onto 80 ml of 4N NaOH aqueous solution and extracted with chloroform (30 ml×2). The extracts were combined and washed with water (30 ml), saturated sodium chloride aqueous solution (30 ml), then dried over magnesium sulfate and evaporated in vacuo. The residual crystals were recrystallized from diisopropyl ether to give 2-phenyl-3-acetylpyrazolo-[1,5-a]pyridine (1.16 g).

후처리

  1. temperatureunder reflux for 14 hours
  2. extractionextracted with chloroform (30 ml×2)
  3. washwashed with water (30 ml), saturated sodium chloride aqueous solution (30 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residual crystals were recrystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-fd79c29a8ebc45e38ef16f04653cef91
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05296490

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