Ethyl Acrylate → Ethyl 3-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)propionate

HRID 655637ノート

反応式

HRID 655637 の反応式
Cl.[S:2]1[CH:6]=[CH:5][C:4]2[C:7]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[CH:8][CH:9]=[CH:10][C:3]1=2.[OH-].[Na+].[C:19]([O:23][CH2:24][CH3:25])(=[O:22])[CH:20]=[CH2:21]>>[S:2]1[CH:6]=[CH:5][C:4]2[C:7]([N:11]3[CH2:16][CH2:15][N:14]([CH2:21][CH2:20][C:19]([O:23][CH2:24][CH3:25])=[O:22])[CH2:13][CH2:12]3)=[CH:8][CH:9]=[CH:10][C:3]1=2

参加物

4

反応物 3

HCID 8821Ethyl AcrylateHCID 14798Sodium HydroxideHCID 574825411-(1-Benzothiophen-4-yl)piperazine hydrochloride

生成物 1

HCID 57482547Ethyl 3-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)propionate収率 83.4%

実験手順

5.05 g (19.8 mmol) of 1-benzo[b]thiophen-4-yl-piperazine hydrochloride was added to an aqueous solution of sodium hydroxide, and the mixture was extracted with dichloromethane. The extraction solution was dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in 50 ml of ethanol and ethyl acrylate (2.44 ml, 21.8 mmol) was added thereto, and then the reaction mixture was refluxed with heating for 4 hours. The reaction solution was cooled to room temperature and concentrated under reduced pressure. Diisopropyl ether was added to the residue and insoluble matter precipitated was obtained by filtration, washed with diisopropyl ether, and dried to obtain ethyl 3-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)propionate (5.26 g) as white powder.

後処理

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe extraction solution was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe obtained residue was dissolved in 50 ml of ethanol
  5. temperaturethe reaction mixture was refluxed
  6. temperaturewith heating for 4 hours
  7. concentrationconcentrated under reduced pressure
  8. additionDiisopropyl ether was added to the residue and insoluble matter
  9. customprecipitated
  10. customwas obtained by filtration
  11. washwashed with diisopropyl ether
  12. customdried

出典と根拠

ORDレコード
ord-619628404ffc4b198c2b0dfa7247eec0
出典データセット
uspto-grants-2011_12
特許番号
US08071600B2

反応ノート

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