2-Bromoethanol → 4-(4-Fluorobenzoyl)-1-(2-hydroxyethyl)piperidine

HRID 2457

반응식

HRID 2457 반응식
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][OH:19]>C(N(CC)CC)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:17][CH2:18][OH:19])[CH2:10][CH2:9]2)=[O:7])=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 108982-BromoethanolHCID 27244404-(4-Fluorobenzoyl)piperidine

생성물 1

HCID 148921654-(4-Fluorobenzoyl)-1-(2-hydroxyethyl)piperidine수율 78%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

In an atmosphere of argon, 4-(4-fluorobenzoyl)piperidine (2.07 g, 10 mmol) was dissolved in triethylamine (30 ml) to which was subsequently added dropwise 2-bromoethanol (1.1 ml, 14.7 mmol) at room temperature. After 1 hour of heating under reflux, triethylamine was removed by evaporation, and the resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml) and extracted with ethyl acetate. The resulting organic layer was dried on anhydrous sodium carbonate, the solvent was removed by evaporation and then the resulting residue was purified by subjecting it to a silica gel column chromatography (ethyl acetate-methylene chloride:methanol=10:1) to obtain 1.96 g (78.0%) of the title compound in the form of light yellow solid.

후처리

  1. temperatureAfter 1 hour of heating
  2. temperatureunder reflux
  3. customtriethylamine was removed by evaporation
  4. additionthe resulting residue was mixed with saturated sodium carbonate aqueous solution (40 ml)
  5. extractionextracted with ethyl acetate
  6. dry with materialThe resulting organic layer was dried on anhydrous sodium carbonate
  7. customthe solvent was removed by evaporation
  8. customthe resulting residue was purified

출처 및 근거

ORD 기록
ord-b2d3298a193f4e188fb14350c59014ca
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728835

연결된 노트

불러오는 중…