2-Mercaptoethanol → N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide

HRID 52095ノート

反応式

HRID 52095 の反応式
[SH:1][CH2:2][CH2:3][OH:4].[OH-].[K+].[N:7]1([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([O:20][CH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:28])[CH2:26]Cl)[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>CO>[N:7]1([CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([O:20][CH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:28])[CH2:26][S:1][CH2:2][CH2:3][OH:4])[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

参加物

5

反応物 3

HCID 15672-MercaptoethanolHCID 14797Potassium HydroxideHCID 19962925N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide

生成物 1

HCID 19962907N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide収率 77%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

0.12 ml of 2-mercaptoethanol was added to a solution of 0.13 g of 85% potassium hydroxide and 0.50 g of N-[3-(4-piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide [prepared as described in step (a) above] in 10 ml methanol, and the resulting mixture was stirred at room temperature for 1 hour. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, the concentrate was mixed with water, and the resulting aqueous mixture was extracted with chloroform. The extract was concentrated by evaporation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of ethanol and chloroform as the eluent, to give 0.43 g (yield 77%) of the title compound as an oil.

後処理

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. additionthe concentrate was mixed with water
  3. extractionthe resulting aqueous mixture was extracted with chloroform
  4. concentrationThe extract was concentrated by evaporation under reduced pressure
  5. customthe residue was purified by column chromatography through silica gel
  6. additionby volume mixture of ethanol and chloroform as the eluent

出典と根拠

ORDレコード
ord-19df28b2737b4a69a239e6d9146cc7db
出典データセット
uspto-grants-1997_04
特許番号
US05616579

反応ノート

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