Ethanol → HCID 18441772、化合物

HRID 458155

反応式

HRID 458155 の反応式
[CH2:1]([N:8]1[C:12](=[O:13])[C:11]2([CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[N:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.C(N(CC)CC)C.C([OH:41])C>>[CH2:1]([N:8]1[C:12](=[O:13])[C:11]2([CH2:18][CH2:17][N:16]([CH:27]3[CH2:28][CH2:29][CH2:30][CH2:31][C:26]3=[O:41])[CH2:15][CH2:14]2)[N:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 4

HCID 702EthanolHCID 8471TriethylamineHCID 10952ChlorocyclohexaneHCID 184417443-Benzyl-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

生成物 1

HCID 18441772HCID 18441772、化合物

実験手順

A solution of 0.30 g (0.93 mmol) 3-benzyl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one, 0.14 g (1.0 mmol) 2-chlorocyclohexane, and 0.2 ml (1.4 mmol) triethylamine in ethanol was refluxed overnight. The reaction mixture was cooled to ambient temperature, concentrated and then quenched with saturated NaHCO3 and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered and evaporated. Purification of the crude product over a silica gel plug (10:1) with n-heptane/AcOEt as eluent provided 0.14 g rac-3-benzyl-8-(2-oxo-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one as a light yellow oil; MS (ISP): 418.4 MH+.

後処理

  1. concentrationconcentrated
  2. customquenched with saturated NaHCO3
  3. extractionextracted with ethyl acetate
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. customPurification of the crude product over a silica gel plug (10:1) with n-heptane/AcOEt as eluent

出典と根拠

ORDレコード
ord-36743b9b689d4a9dbc65f524433382d2
出典データセット
uspto-grants-2007_03
特許番号
US07189850B2

関連ノート

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