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

HRID 1364259ノート

反応式

HRID 1364259 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 methylene chloride. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in 50 ml of ethanol and ethyl acrylate (2.44 ml, 21.8 mmol) was added thereto, then the reaction mixture was refluxed for 4 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. Isopropyl ether was added to the residue to filter out insoluble matters. The insoluble matters were washed with isopropyl 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 methylene chloride
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in 50 ml of ethanol
  5. temperaturethe reaction mixture was refluxed for 4 hours
  6. concentrationconcentrated under reduced pressure
  7. additionIsopropyl ether was added to the residue
  8. filtrationto filter out insoluble matters
  9. washThe insoluble matters were washed with isopropyl ether
  10. customdried

出典と根拠

ORDレコード
ord-f55e94b2919340b7b78dc67ff9059a13
出典データセット
uspto-grants-2011_02
特許番号
US07888362B2

反応ノート

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