Sodium hydride → 2-Chloro-6-(2-phenoxyethoxy)-4-(trichloromethyl)pyridine

HRID 614079

反応式

HRID 614079 の反応式
[H-].[Na+].[O:3]([CH2:10][CH2:11][OH:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:13][C:14]1[CH:19]=[C:18]([C:20]([Cl:23])([Cl:22])[Cl:21])[CH:17]=[C:16](Cl)[N:15]=1>O>[Cl:13][C:14]1[CH:19]=[C:18]([C:20]([Cl:21])([Cl:22])[Cl:23])[CH:17]=[C:16]([O:12][CH2:11][CH2:10][O:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:15]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 31236PhenoxyethanolHCID 897822,6-Dichloro-4-(trichloromethyl)pyridine

生成物 1

HCID 213300092-Chloro-6-(2-phenoxyethoxy)-4-(trichloromethyl)pyridine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution was prepared by dissolving 5.28 grams (0.11 mole) of sodium hydride (as a 50 percent oil mixture) in 15.20 grams (0.11 mole) of 2-phenoxyethanol. To this solution was added, over a 30 minute period, 26.54 grams (0.1 mole) of 2,6-dichloro-4-(trichloromethyl)pyridine. The mixture was heated and refluxed for 4 hours. The reaction mixture was diluted with 700 ml of water and extracted with methylene chloride. The extract was washed with water, dried with sodium sulfate and filtered. The methylene chloride and other volatile impurities were removed by distillation under reduced pressure. The 2-chloro-6-(2-phenoxyethoxy)-4-(trichloromethyl)pyridine product which was recovered distilled at 95° C. under0.05 mm of pressure. The product was recovered in a yield of 27 grams (73.5 percent of theoretical). The product solidified upon standing at 60°-62° C. Upon analysis, the product was found to have carbon, hydrogen, nitrogen, and chlorine contents of 46.22, 3.15, 3.94 and 37.92 percent, respectively, as compared with the theoretical contents of 45.81, 3.02, 3.82 and 38.64 percent, respectively, calculated for the above named compound.

後処理

  1. customA solution was prepared
  2. additionTo this solution was added, over a 30 minute period
  3. temperatureThe mixture was heated
  4. temperaturerefluxed for 4 hours
  5. extractionextracted with methylene chloride
  6. washThe extract was washed with water
  7. dry with materialdried with sodium sulfate
  8. filtrationfiltered
  9. customThe methylene chloride and other volatile impurities were removed by distillation under reduced pressure
  10. customThe 2-chloro-6-(2-phenoxyethoxy)-4-(trichloromethyl)pyridine product which was recovered
  11. distillationdistilled at 95° C. under0.05 mm of pressure
  12. customThe product was recovered in a yield of 27 grams (73.5 percent of theoretical)
  13. customupon standing at 60°-62° C

出典と根拠

ORDレコード
ord-2749c53a86f94b98a3ae888876c2edfd
出典データセット
uspto-grants-1979_03
特許番号
US04143144

関連ノート

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