Hydroxide → 5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

HRID 1870615노트

반응식

HRID 1870615 반응식
C(OC([N:6]1[CH2:11][CH2:10][CH:9]([N:12]2[C:16]3[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:15]=3[NH:14][C:13]2=[O:22])[CH2:8][CH2:7]1)=O)C.[NH4+].[Cl-].[OH-].C([O-])([O-])=O.[Na+].[Na+]>[OH-].[Na+]>[F:21][C:19]1[CH:18]=[CH:17][C:16]2[N:12]([CH:9]3[CH2:8][CH2:7][NH:6][CH2:11][CH2:10]3)[C:13](=[O:22])[NH:14][C:15]=2[CH:20]=1

참가 물질

6

반응물 4

HCID 961HydroxideHCID 10340Sodium CarbonateHCID 25517Ammonium ChlorideHCID 137921864-(5-Fluoro-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester

생성물 1

HCID 137921045-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매2회

실험 절차

A suspension of 1-ethoxycarbonyl-4-(5-fluoro-2-oxo-1-benzimidazolinyl)piperidine (5.22 g, 17 mmol.) in 2 N NaOH (55 mL) was refluxed for twelve hours. The clear amber solution was cooled to room temp. and solid NH4Cl (5.9 g, 110 mmol.) was added to neutralized the hydroxide. After addition of aq. Na2CO3 and 5 N NaOH (2 mL), the product was extracted into chloroform. The extract was dried (Na2SO4) and filtered through a pad of charcoal and then evaporated to give 4-(5-fluoro-2-oxo-1-benzimidazolinyl)piperidine as a pale yellow viscous oil.

후처리

  1. temperaturewas refluxed for twelve hours
  2. temperatureThe clear amber solution was cooled to room temp.
  3. extractionthe product was extracted into chloroform
  4. dry with materialThe extract was dried (Na2SO4)
  5. filtrationfiltered through a pad of charcoal
  6. customevaporated

출처 및 근거

ORD 기록
ord-d45bd9a535514a40a31fedc668b03c53
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06096763

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