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

HRID 2457

反応式

HRID 2457 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b2d3298a193f4e188fb14350c59014ca
出典データセット
uspto-grants-1998_03
特許番号
US05728835

関連ノート

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