Piperidine → 4-Nitro-3-(piperidin-1-yl)pyridine 1-oxide

HRID 69870ノート

反応式

HRID 69870 の反応式
Br[C:2]1[CH:3]=[N+:4]([O-:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C(O)C>[N+:8]([C:7]1[CH:6]=[CH:5][N+:4]([O-:11])=[CH:3][C:2]=1[N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([O-:10])=[O:9]

参加物

4

反応物 2

HCID 8082PiperidineHCID 5485213-Bromo-4-nitropyridine N-oxide

生成物 1

HCID 147359134-Nitro-3-(piperidin-1-yl)pyridine 1-oxide収率 92%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

3-bromo-4-nitropyridine-N-oxide (1.0 equiv.) and piperidine (2.0 equiv.) in ethanol, at a concentration of 0.2 M, was heated at reflux for 16 hours. Upon cooling the ethanol was removed in vacuo. The residue was partitioned between EtOAc and Na2CO3(sat), and washed further with H2O, NaCl(sat.), was dried over MgSO4, was filtered and the volatiles were removed in vacuo yielding 4-nitro-3-(piperidin-1-yl)pyridine 1-oxide (92%). LCMS (m/z): 224.0 (MH+); LC Rt=2.48 min.

後処理

  1. temperatureat reflux for 16 hours
  2. customwas removed in vacuo
  3. customThe residue was partitioned between EtOAc and Na2CO3(sat)
  4. washwashed further with H2O, NaCl(sat.)
  5. dry with materialwas dried over MgSO4
  6. filtrationwas filtered
  7. customthe volatiles were removed in vacuo

出典と根拠

ORDレコード
ord-72bf3e74e91841bfbe73366322a278a1
出典データセット
uspto-grants-2014_09
特許番号
US08822497B2

反応ノート

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