Ethanol → 2,8-Diazaspiro[4.5]decane-1,3-dione

HRID 491463ノート

反応式

HRID 491463 の反応式
C([N:8]1[CH2:19][CH2:18][C:11]2([C:15](=[O:16])[NH:14][C:13](=[O:17])[CH2:12]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.CCO>[OH-].[OH-].[Pd+2].C(O)(=O)C>[C:15]1(=[O:16])[C:11]2([CH2:10][CH2:9][NH:8][CH2:19][CH2:18]2)[CH2:12][C:13](=[O:17])[NH:14]1

参加物

5

反応物 2

HCID 702EthanolHCID 221109398-Benzyl-2,8-diazaspiro[4.5]decane-1,3-dione

生成物 1

HCID 156710412,8-Diazaspiro[4.5]decane-1,3-dione

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 176Acetic Acid溶媒

実験手順

To 8-benzyl-2,8-diaza-spiro[4.5]decane-1,3-dione (28.3 g, 0.11 mol) and Pd(OH)2 (8.5 g) in 2 l of flask, EtOH (438 ml) and acetic acid (5.5 ml) are added at ambient temperature. The reaction mixture is stirred under H2 at room temperature for 15 h. The catalysts are removed by filtration and EtOH is evaporated down to give 2,8-diaza-spiro[4.5]decane-1,3-dione in quantitative yield. To a suspension of 2,8-diaza-spiro[4.5]decane-1,3-dione (4.2 g, 25.2 mmol) in dichloromethane (60 ml), 1N NaOH (26 ml, 26 mmol) and di-t-butyldicarbonate (6.1 g, 27.7 mmol) in dichloromethane (20 ml) are added at ambient temperature. The reaction mixture is stirred for 15 h. 10% Citric acid is added to the reaction mixture and the pH of the mixture is adjusted to 5. The combined extracts are washed with brine, dried over magnesium sulfate and concentrated under vacuum to give solid product, which filtrated with diethyl ether.

後処理

  1. customThe catalysts are removed by filtration and EtOH
  2. customis evaporated down

出典と根拠

ORDレコード
ord-4a08d8d8f86e4608a1d434d3c36cd6ed
出典データセット
uspto-grants-2009_05
特許番号
US07531546B2

反応ノート

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