Sodium Hydroxide → 2,3-Dihydro-5-[1-oxo-3-(piperidin-4-yl)propyl]benzofuran

HRID 327404노트

반응식

HRID 327404 반응식
C([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]3[O:21][CH2:20][CH2:19][C:18]=3[CH:22]=2)=[O:13])[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+]>Cl>[O:13]=[C:12]([C:14]1[CH:15]=[CH:16][C:17]2[O:21][CH2:20][CH2:19][C:18]=2[CH:22]=1)[CH2:11][CH2:10][CH:7]1[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 191084645-[3-(1-Acetylpiperidin-4-yl)-1-oxopropyl]-2,3-dihydrobenzofuran

생성물 1

HCID 191084552,3-Dihydro-5-[1-oxo-3-(piperidin-4-yl)propyl]benzofuran수율 100.2%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

To 30 ml of concentrated hydrochloric acid was added 5.00 g of 5-[3-(1-acetylpiperidin-4-yl)-1-oxopropyl]-2,3-dihydrobenzofuran, and the mixture was refluxed for 14 hours. The reaction mixture was left standing for cooling and then made basic with a dilute aqueous solution of sodium hydroxide, followed by extraction with methylene chloride. Organic layers were combined and dried over anhydrous sodium sulfate, then the solvent was distilled off to leave 4.31 g (100%) of 2,3-dihydro-5-[1-oxo-3-(piperidin-4-yl)propyl]benzofuran (4). The solid matter thus obtained was dissolved in methanol, treated with hydrogen chloride and recrystallized from methanol--ethyl acetate to give colorless needles, m.p. 203°-205° C. (decomp.)

후처리

  1. temperaturethe mixture was refluxed for 14 hours
  2. waitThe reaction mixture was left
  3. temperaturefor cooling
  4. extractionfollowed by extraction with methylene chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-851d009da0a8402bbcee7025bacdf664
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273974

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