Tetrabutylammonium Fluoride → 2-Ethenylpiperidin-4-one

HRID 1510158ノート

反応式

HRID 1510158 の反応式
[O:1]=[C:2]1[CH2:7][CH2:6][N:5](C(OCC[Si](C)(C)C)=O)[CH:4]([CH:17]=[CH2:18])[CH2:3]1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>O1CCCC1>[CH:17]([CH:4]1[CH2:3][C:2](=[O:1])[CH2:7][CH2:6][NH:5]1)=[CH2:18]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 667904002-(Trimethylsilyl)ethyl 4-oxo-2-vinylpiperidine-1-carboxylate

生成物 1

HCID 205693092-Ethenylpiperidin-4-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

2-(trimethylsilyl)ethyl 4-oxo-2-vinylpiperidine-1-carboxylate (24.1 g, 89.0 mmol) was dissolved in tetrahydrofuran (90 ml) at 0° C. and added TBAF (268 ml, 268 mmol) dropwise. The solution stirred at 0° C. for 30 min then at rt for an additional three hrs. The solution was quenched with 1N HCl and extracted five times with EtOAc. The organic fractions were combined, dried with Na2SO4, and concentrated. The crude product was not purified.

後処理

  1. waitat rt for an additional three hrs
  2. customThe solution was quenched with 1N HCl
  3. extractionextracted five times with EtOAc
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated
  6. customThe crude product was not purified

出典と根拠

ORDレコード
ord-fbf73bb80b2548a88a9662d0c6031966
出典データセット
uspto-grants-2012_07
特許番号
US08211904B2

反応ノート

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