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

HRID 57572

反応式

HRID 57572 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+].O>C(#N)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

参加物

6

反応物 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 424914Methyl isonipecotate

生成物 1

HCID 345002Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate収率 58.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 1-fluoro-4-nitrobenzene (3.5 g, 24.81 mmol), methyl piperidine-4-carboxylate (4.26 g, 29.77 mmol) and K2CO3 in 40 mL of ACN, was stirred at reflux overnight. The mixture was added to 150 mL of water, extracted with EA, dried over Na2SO4. The volatiles were removed in vacuo, and the residue was purified by chromatography with PE/EA (10:1˜2:1) to give 3.84 g of methyl 1-(4-nitrophenyl)piperidine-4-carboxylate.

後処理

  1. temperatureat reflux overnight
  2. extractionextracted with EA
  3. dry with materialdried over Na2SO4
  4. customThe volatiles were removed in vacuo
  5. customthe residue was purified by chromatography with PE/EA (10:1˜2:1)

出典と根拠

ORDレコード
ord-c3d4a95262ab4a52a41411a3f3da7c02
出典データセット
uspto-grants-2016_09
特許番号
US09434726B2

関連ノート

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