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

HRID 491471노트

반응식

HRID 491471 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-bc0498391352468eb616c3b1656b6b4d
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531546B2

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