2,5-Dimethoxyaniline → N-(2,5-dimethoxyphenyl)cyclohexanecarboxamide

HRID 1179116ノート

反応式

HRID 1179116 の反応式
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:10][O:11][C:12]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:13]=1[NH2:14].C(OCC)(=O)C.CCCCCCC>O>[CH3:10][O:11][C:12]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:13]=1[NH:14][C:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:8]

参加物

5

反応物 3

HCID 76132,5-DimethoxyanilineHCID 75938Cyclohexanecarbonyl chlorideHCID 21899848Ethylacetate heptane

生成物 1

HCID 531821N-(2,5-dimethoxyphenyl)cyclohexanecarboxamide収率 80.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

1 ml (7.62 mmol, 1.1 eq.) of cyclohexanoic acid chloride is added to a solution of 1.05 g (6.89 mmol) of 2,5-dimethoxyaniline in 10 ml of a mixture toluene/methanol (1/1). The reaction mixture is maintained under stirring at 70° C. for 1.5 hour, and, after returning to ambient temperature, is poured into 50 ml of water. The expected product is extracted twice with 50 ml of toluene, then washed twice with 50 ml of water. The organic phases are combined, dried over magnesium sulphate and the solvent evaporated off under reduced pressure. 1.46 g (yield=67%) of N-(2,5-dimethoxyphenyl)cyclohexanecarboxamide is obtained and used without other purification in the following stage.

後処理

  1. temperatureThe reaction mixture is maintained
  2. customafter returning to ambient temperature
  3. extractionThe expected product is extracted twice with 50 ml of toluene
  4. washwashed twice with 50 ml of water
  5. dry with materialdried over magnesium sulphate
  6. customthe solvent evaporated off under reduced pressure

出典と根拠

ORDレコード
ord-e67b8ed6d7574bf481cc35b94c6e4a36
出典データセット
uspto-grants-2007_10
特許番号
US07279467B2

反応ノート

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