Water → Ethyl 4-(3-methyl-3-phenylbutyl)piperazine-1-carboxylate

HRID 704416ノート

反応式

HRID 704416 の反応式
Br[CH2:2][CH2:3][C:4]([CH3:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:5].[N:13]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+].O>O1CCCC1>[CH3:5][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([CH3:12])[CH2:3][CH2:2][N:16]1[CH2:15][CH2:14][N:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][CH2:17]1

参加物

6

反応物 4

HCID 962WaterHCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 11430Potassium CarbonateHCID 244007(4-Bromo-2-methylbutan-2-yl)benzene

生成物 1

HCID 14649429Ethyl 4-(3-methyl-3-phenylbutyl)piperazine-1-carboxylate収率 81.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1-bromo-3-methyl-3-phenylbutane (0.73 g), ethyl piperazinecarboxylate (0.51 g) and anhydrous potassium carbonate (0.50 g) in tetrahydrofuran (5 ml) was refluxed under heating for 36 hours. To the reaction solution was added water and the solution was extracted with ethyl acetate. After washing with a saturated aqueous solution of sodium chloride, the ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography (15 g) and elution with a hexane-ethyl acetate (2:1) mixture gave 0.80 g of ethyl 4-(3-methyl-3-phenylbutyl)piperazine-1-carboxylate.

後処理

  1. temperatureunder heating for 36 hours
  2. extractionthe solution was extracted with ethyl acetate
  3. washAfter washing with a saturated aqueous solution of sodium chloride
  4. dry with materialthe ethyl acetate layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washThe resultant residue was subjected to silica gel column chromatography (15 g) and elution with a hexane-ethyl acetate (2:1) mixture

出典と根拠

ORDレコード
ord-e2cbc402731c4908aa4adca5f5576059
出典データセット
uspto-grants-1991_01
特許番号
US04987132

反応ノート

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