Triethylamine → Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate

HRID 2206246

反応式

HRID 2206246 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1.F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>C(#N)C>[N+:18]([C:15]1[CH:16]=[CH:17][C:12]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]2)=[CH:13][CH:14]=1)([O-:20])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 424914Methyl isonipecotate

生成物 1

HCID 345002Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate収率 76.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of methyl piperidine-4-carboxylate (2.70 g), 1-fluoro-4-nitrobenzene (6.00 g) and triethylamine (6.80 g) in acetonitrile (60 mL) was refluxed overnight, and concentrated under reduced pressure. To the residue was added ethyl acetate, and the mixture was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (3.80 g).

後処理

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. washthe mixture was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (ethyl acetate/petroleum ether)

出典と根拠

ORDレコード
ord-1b4dd148c33443aa883800ede19644ec
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

関連ノート

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