4-Chloro-2-nitroaniline → 1-(2-Nitro-4-chlorophenoxy)-2,2,6,6-tetramethylpiperidine

HRID 1369341ノート

反応式

HRID 1369341 の反応式
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1([CH3:11])[CH3:10].N(OC(C)(C)C)=O.[N+:19]([C:22]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:23]=1N)([O-:21])=[O:20]>[Cu](F)F.N1C=CC=CC=1>[N+:19]([C:22]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:23]=1[O:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1([CH3:11])[CH3:10])([O-:21])=[O:20]

参加物

6

反応物 3

HCID 69794-Chloro-2-nitroanilineHCID 10906Tert-Butyl nitriteHCID 5499762,2,6,6-Tetramethylpiperidin-1-ol

生成物 1

HCID 120843001-(2-Nitro-4-chlorophenoxy)-2,2,6,6-tetramethylpiperidine収率 66.7%

試薬・触媒・溶媒 2

HCID 522688Copper fluoride触媒HCID 1049Pyridine溶媒

実験手順

The procedure of Example 1 is repeated using 3.9 g (25 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidine, 7.84 g (76 mmol) of tert-butyl nitrite, 25 mg (0.25 mmol) of copper(II) fluoride, 120 mL of pyridine and 8.6 g (50 mmol) of 2-nitro-4-chloroaniline at 70° C. The crude product obtained is purified by vacuum flash chromatography (heptane) to give 5.2 g of the title compound as a light yellow oil in 66.7% yield. The structure is confirmed by 1Hnmr and mass spectroscopy analyses.

後処理

  1. customat 70° C
  2. customThe crude product obtained
  3. customis purified by vacuum flash chromatography (heptane)

出典と根拠

ORDレコード
ord-212b3b41392041bdbd372c39b3a96d7a
出典データセット
uspto-grants-2003_06
特許番号
US06579328B2

反応ノート

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