Dichloromethane → 2-tert-butyl-4-chloro-5-(2-fluoro-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

HRID 1751865ノート

反応式

HRID 1751865 の反応式
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH:14]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)[CH2:15]OS(C2C=CC(C)=CC=2)(=O)=O)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[F-:37].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH:14]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)[CH2:15][F:37])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 866003922-tert-butyl-4-chloro-5-(2-p-toluenesulfonyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

生成物 1

HCID 671001272-tert-butyl-4-chloro-5-(2-fluoro-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a 15 ml round bottom flask charged with 2-tert-butyl-4-chloro-5-(2-p-toluenesulfonyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone (0.2 g, 0.375 mmol) is added 3.75 ml of tetrabutylammonium fluoride solution (1M in THF, 3.75 mmol). The mixture is first stirred at room temperature for 15 minutes after which it is heated for 15 minutes at 100° C. The solution is then cooled to room temperature and to it is added dichloromethane followed by water. The layers were separated and the organic layer is washed with water and then dried. The organic layer is then concentrated and subjected to purification using silica gel flash chromatography (ethyl acetate/hexanes) to obtain the above compound.

後処理

  1. temperatureis heated for 15 minutes at 100° C
  2. temperatureThe solution is then cooled to room temperature and to it
  3. customThe layers were separated
  4. washthe organic layer is washed with water
  5. customdried
  6. concentrationThe organic layer is then concentrated
  7. customsubjected to purification
  8. customto obtain the above compound

出典と根拠

ORDレコード
ord-b492427eeffa427bab031db206c0175f
出典データセット
uspto-grants-2015_10
特許番号
US09161997B2

反応ノート

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