1-Butanol → Butyl [3-(trifluoromethyl)phenyl]acetate

HRID 2295913

反応式

HRID 2295913 の反応式
[OH-:1].[K+].Cl[C:4](Cl)(Cl)[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:7]=1.S(=O)(=O)(O)O.[CH2:23]([OH:27])[CH2:24][CH2:25][CH3:26]>>[F:13][C:12]([F:15])([F:14])[C:8]1[CH:7]=[C:6]([CH2:5][C:4]([O:27][CH2:23][CH2:24][CH2:25][CH3:26])=[O:1])[CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 4

HCID 2631-ButanolHCID 1118Sulfuric AcidHCID 14797Potassium HydroxideHCID 132558021,1,1-Trichloro-2-(3-trifluoromethylphenyl)ethane

生成物 1

HCID 13255803Butyl [3-(trifluoromethyl)phenyl]acetate

実験手順

To 5.6 g. of potassium hydroxide of the grade described above was added 25 ml. of butanol, and the mixture was stirred for 15 minutes. To it was added dropwise 2.8 g. of 1,1,1-trichloro-2-(3-trifluoromethylphenyl)ethane, and the mixture was stirred under reflux for 3.75 hours. It was then cooled to 5°, and to it was added dropwise 6 ml. of concentrated sulfuric acid. The mixture was then stirred under reflux for 30 minutes and cooled overnight. It was then reheated to reflux, and about 22 ml. of butanol and water was distilled away. The mixture was then cooled again, and diluted with about 50 ml. of water. The aqueous layer was separated and extracted with three 25 ml. portions of dichloromethane. The organic layers were combined, washed with 1 N sodium hydroxide, dried over sodium sulfate and evaporated under vacuum to obtain 3.0 g. of impure product. The product was dissolved in 30 ml. of dichloromethane, washed with water, dried over sodium sulfate and concentrated under vacuum again to obtain 2.67 g. of product, found to be 83% pure by vapor phase chromatography.

後処理

  1. additionabove was added 25 ml
  2. additionTo it was added dropwise 2.8 g
  3. temperatureunder reflux for 3.75 hours
  4. temperatureIt was then cooled to 5°
  5. additionto it was added dropwise 6 ml
  6. temperatureunder reflux for 30 minutes
  7. temperaturecooled overnight
  8. temperatureto reflux
  9. distillationof butanol and water was distilled away
  10. temperatureThe mixture was then cooled again
  11. additiondiluted with about 50 ml
  12. customThe aqueous layer was separated
  13. extractionextracted with three 25 ml
  14. washwashed with 1 N sodium hydroxide
  15. dry with materialdried over sodium sulfate
  16. customevaporated under vacuum
  17. customto obtain 3.0 g
  18. dissolutionThe product was dissolved in 30 ml
  19. washof dichloromethane, washed with water
  20. dry with materialdried over sodium sulfate
  21. concentrationconcentrated under vacuum again
  22. customto obtain 2.67 g

出典と根拠

ORDレコード
ord-34ddfc6742bc48629884305c788dd32d
出典データセット
uspto-grants-1984_01
特許番号
US04426536

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