Furfuryl Alcohol → Pyroxyfur

HRID 614080

反応式

HRID 614080 の反応式
[OH-].[Na+].[OH:3][CH2:4][C:5]1[O:6][CH:7]=[CH:8][CH:9]=1.[Cl:10][C:11]1[CH:16]=[C:15]([C:17]([Cl:20])([Cl:19])[Cl:18])[CH:14]=[C:13](Cl)[N:12]=1>O>[Cl:10][C:11]1[CH:16]=[C:15]([C:17]([Cl:18])([Cl:19])[Cl:20])[CH:14]=[C:13]([O:3][CH2:4][C:5]2[O:6][CH:7]=[CH:8][CH:9]=2)[N:12]=1

参加物

5

反応物 3

HCID 7361Furfuryl AlcoholHCID 14798Sodium HydroxideHCID 897822,6-Dichloro-4-(trichloromethyl)pyridine

生成物 1

HCID 129813Pyroxyfur収率 87%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
50 °C

実験手順

To 24 grams (0.6 mole) of sodium hydroxide dissolved in 120 mls of water, was added 300 mls of 2-(hydroxymethyl)furan and the solution warmed to 50° C. In this mixture was added incremently over a 20 minute period, 106.15 grams (0.4 mole) of 2,6-dichloro-4-(trichloromethyl)pyridine. The mixture was heated to ~80° C. for ~3.5 hours and thereafter diluted with water and extracted with hexane. The extract was washed with water and the hexane evaporated off leaving ~114 grams (~87 percent of theoretical) of the desired 2-chloro-6-(2-furanylmethoxy)-4-(trichloromethyl)pyridine product. The product, an oil, had a refractive index of n 25/d = 1.5722 and upon analysis was found to have carbon, hydrogen and nitrogen contents of 40.41, 2.21 and 4.21 percent, respectively, as compared with the theoretical contents of 40.40, 2.16 and 4.28 percent, respectively, as calculated for the above named compound.

後処理

  1. additionIn this mixture was added incremently over a 20 minute period
  2. temperatureThe mixture was heated to ~80° C. for ~3.5 hours
  3. extractionextracted with hexane
  4. washThe extract was washed with water
  5. customthe hexane evaporated off

出典と根拠

ORDレコード
ord-465154c22d344e468baac5ba686cee15
出典データセット
uspto-grants-1979_03
特許番号
US04143144

関連ノート

読み込み中…