2,5-Dimethylaniline → N-(2,5-dimethylphenyl)-4-methyl-3-oxopentanamide

HRID 2368687

反応式

HRID 2368687 の反応式
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH2:4].[CH3:10][CH:11]([CH3:20])[C:12](=[O:19])[CH2:13][C:14](OCC)=[O:15]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH:4][C:14](=[O:15])[CH2:13][C:12](=[O:19])[CH:11]([CH3:20])[CH3:10]

参加物

3

反応物 2

HCID 72592,5-DimethylanilineHCID 81583Ethyl isobutyrylacetate

生成物 1

HCID 86669288N-(2,5-dimethylphenyl)-4-methyl-3-oxopentanamide

反応条件

温度
160 °C

実験手順

A mixture of 2,5-dimethylaniline (7.70 g, 63.54 mmol) and ethyl 4-methyl-3-oxopentanoate (10.00 g, 1.0 eq) were refluxed at 160° C. overnight. After the reaction mixture was cooled to room temperature, it was triturated with hexane. The resulting precipitate was filtered and dried under high vacuum to yield the desired N-(2,5-dimethylphenyl)-4-methyl-3-oxopentanamide. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 1.18 (d, J=7.03 Hz, 6 H) 2.30 (d, J=7.62 Hz, 6 H) 2.66-2.85 (m, 1 H) 3.64 (s, 2 H) 6.87 (d, J=8.50 Hz, 1 H) 7.06 (d, J=7.62 Hz, 1 H) 7.77 (s, 1 H) 9.13 (br. s., 1 H).

後処理

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. customit was triturated with hexane
  3. filtrationThe resulting precipitate was filtered
  4. customdried under high vacuum

出典と根拠

ORDレコード
ord-41066ca2f2d04a4893621c98d44da7d4
出典データセット
uspto-grants-2014_04
特許番号
US08703797B2

関連ノート

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