Dimethylformamide → 1-(4-Chloro-2-nitrophenyl)piperidine

HRID 2195653

反応式

HRID 2195653 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C)C=O.Cl[C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21]>O>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[C:14]([N+:20]([O-:22])=[O:21])[CH:15]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 69772,5-DichloronitrobenzeneHCID 8082Piperidine

生成物 1

HCID 2853181-(4-Chloro-2-nitrophenyl)piperidine収率 96.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Piperidine (660 μl, 6.66 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 1 ml) solution of 1,4-dichloro-2-nitrobenzene (390 mg, 2.03 mmol, commercially available product). The resulting mixture was stirred for 18.5 hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (30 g, hexane/ethyl acetate=10/1). Thus, 1-(4-chloro-2-nitrophenyl)piperidine (471 mg, 96.4%) was yielded as an orange-colored oily material.

後処理

  1. extractionthe resulting mixture was extracted three times with ethyl acetate
  2. washThe obtained organic layer was washed with a saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (30 g, hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-6caaefe8dfb1402987859e4df68461d6
出典データセット
uspto-grants-2012_12
特許番号
US08338362B2

関連ノート

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