Hydrogen iodide → HCID 13673885、化合物

HRID 1732859ノート

反応式

HRID 1732859 の反応式
[CH3:1][C:2]1[CH2:9][CH2:8][CH:7]=[C:6]([CH3:10])[CH2:5][CH2:4][CH:3]=1.CC1CCC(C)=CCCC=1.[IH:21]>>[CH3:10][C:6]12[CH:3]([I:21])[C:2]([CH3:1])([CH2:4][CH2:5]1)[CH2:9][CH2:8][CH2:7]2

参加物

4

反応物 3

HCID 24841Hydrogen iodideHCID 773701,6-Dimethyl-1,5-cyclooctadieneHCID 773711,5-Dimethylcycloocta-1,5-diene

生成物 1

HCID 13673885HCID 13673885、化合物収率 80.6%

実験手順

A mixture of 13.6 g (0.1 mol) of 1,5-dimethyl-1,5-cyclooctadiene and 1,6-dimethyl-1,5-cyclooctadiene, ratio 80/20, was boiled under reflux while stirring for two hours with 100 ml 55% hydrogen iodide in the presence of 2 g AMBERLYST A15 ion-exchange resin. The reaction product was extracted with pentane after cooling. The pentane layer was washed with water and an aqueous sodium bicarbonate solution. Residual free iodine present in the solution was washed away with a diluted sodium thiosulfate solution. The resulting pentane solution was dried over anhydrous sodium sulfate and pentane was flashed off. Fractional distillation under reduced pressure gave 17 g of 1,5-dimethyl-8-iodobicyclo[3,2,1]octane (b.p. 106° C./7 mm Hg). Yield 80.6% calculated on the amount of 1,5-dimethyl-1,5-cyclooctadiene added to the reaction. The purity of the product according to gas-liquid chromatography was more than 95%. The product appeared to be sensitive to day-light.

後処理

  1. temperatureunder reflux
  2. extractionThe reaction product was extracted with pentane
  3. temperatureafter cooling
  4. washThe pentane layer was washed with water
  5. washResidual free iodine present in the solution was washed away with a diluted sodium thiosulfate solution
  6. dry with materialThe resulting pentane solution was dried over anhydrous sodium sulfate and pentane
  7. distillationFractional distillation under reduced pressure

出典と根拠

ORDレコード
ord-b71159e9be524e98a85e2304a94d2b22
出典データセット
uspto-grants-1980_12
特許番号
US04239707

反応ノート

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