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Potassium Carbonate → 4-[Ethoxycarbonyl-(3-trifluoromethyl-phenyl)-methyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 550841
ノート
印刷プレビュー

反応式

HRID 550841 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:14](=O)([O-])[O-].[K+].[K+].[CH3:20][O:21][C:22](=[O:35])[CH:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=1>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH:23]([C:22]([O:21][CH2:20][CH3:14])=[O:35])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 19796654Methyl 2-bromo-2-[3-(trifluoromethyl)phenyl]acetate

生成物 1

HCID 671519624-[Ethoxycarbonyl-(3-trifluoromethyl-phenyl)-methyl]-piperazine-1-carboxylic acid tert-butyl ester収率 74.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

A mixture of Piperazine-1-carboxylic acid tert-butyl ester (1.80 g, 9.68 mmol), potassium carbonate (2.0 g, 14.5 mmole) and Bromo-(3-trifluoromethyl-phenyl)-acetic acid methyl ester (3.0 g, 9.65 mmol) in N,N-dimethylformamide (40 mL) was stirred at room temperature overnight. Concentration gave a crude material which was partitioned between methylene chloride and water. The organic layer was dried over magnesium sulfate and concentrated to give an oil. The crude oil was loaded onto an Isco 120 g column and eluted using 20% ethyl acetate/hexanes to yield 4-[Ethoxycarbonyl-(3-trifluoromethyl-phenyl)-methyl]-piperazine-1-carboxylic acid tert-butyl ester (3.0 g, 74% yield) as a colorless oil. The NMR spectrum obtained on the sample is compatible with its structure.

後処理

  1. concentrationConcentration
  2. customgave a crude material which
  3. customwas partitioned between methylene chloride and water
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give an oil
  7. washeluted

出典と根拠

ORDレコード
ord-6da0332748724a9e8cbd7cf430ac0c51
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07947692B2

反応ノート

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