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

HRID 614079

반응식

HRID 614079 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2749c53a86f94b98a3ae888876c2edfd
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04143144

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