Sulfuric Acid → 8-Benzyl-2,8-diazaspiro[4.5]decane-1,3-dione

HRID 491462ノート

反応式

HRID 491462 の反応式
S(=O)(=O)(O)[OH:2].[CH2:6]([N:13]1[CH2:18][CH2:17][C:16]([CH2:21][C:22]#[N:23])([C:19]#N)[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-:24].[Na+]>C(O)(=O)C>[CH2:6]([N:13]1[CH2:14][CH2:15][C:16]2([C:19](=[O:24])[NH:23][C:22](=[O:2])[CH2:21]2)[CH2:17][CH2:18]1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 128476541-Benzyl-4-(cyanomethyl)piperidine-4-carbonitrile

生成物 1

HCID 221109398-Benzyl-2,8-diazaspiro[4.5]decane-1,3-dione収率 81.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Acetic acid (56.8 ml) and sulfuric acid (11.8 ml) are added to 1-benzyl-4-cyanomethyl-piperidine-4-carbonitrile (27.2 g, 0.114 mmol) at ambient temperature. The reaction mixture is stirred at 125 C.° for 1 h, cooled down to the room temperature and added to saturated NaOH aq. to adjust to pH 6.0. The mixture is extracted with dichloromethane. The combined extracts are washed with H2O and brine, dried over sodium sulfate and evaporated down to give 8-benzyl-2,8-diaza-spiro[4.5]decane-1,3-dione (three steps yield: 81.8%).

後処理

  1. extractionThe mixture is extracted with dichloromethane
  2. washThe combined extracts are washed with H2O and brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated down

出典と根拠

ORDレコード
ord-d7ebaa5b505c4ac492b1db49d52e4698
出典データセット
uspto-grants-2009_05
特許番号
US07531546B2

反応ノート

読み込み中…