1-Piperazinecarboxylic acid, ethyl ester → Ethyl 4-(3-hydroxypropyl)piperazine-1-carboxylate

HRID 80737

反応式

HRID 80737 の反応式
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].Br[CH2:13][CH2:14][CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][N:9]([CH2:13][CH2:14][CH2:15][OH:16])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanol

生成物 1

HCID 232657Ethyl 4-(3-hydroxypropyl)piperazine-1-carboxylate収率 76.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

N-piperazine carboxylic acid ethyl ester (25.50 g, 161.39 mmol), 3-bromo-1-propanol (22.43 g, 161.39 mmol), potassium carbonate (55.68 g, 403.48) and anhydrous acetonitrile (200 mL) were placed in a 500 mL round bottom flask, heated for refluxing and stirred overnight. The reaction was cooled down to room temperature, filtered, concentrated and subjected to a column chromatography (eluting agent: dichloromethane/methanol/triethylamine system, v/v/v 100:1:0.5) to obtain a light yellow oily substance, 26.60 g, yield 76.3%, which was directly used in the next step of reaction.

後処理

  1. temperatureheated
  2. temperaturefor refluxing
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washsubjected to a column chromatography (eluting agent: dichloromethane/methanol/triethylamine system, v/v/v 100:1:0.5)
  6. customto obtain a light yellow oily substance, 26.60 g, yield 76.3%, which
  7. customwas directly used in the next step of reaction

出典と根拠

ORDレコード
ord-85a6c53532d546d8b8522b505ecd9aa1
出典データセット
uspto-grants-2014_09
特許番号
US08846678B2

関連ノート

読み込み中…