Iodine → 4-Ethyl-4'-iodo-1,1'-biphenyl

HRID 1860356

反応式

HRID 1860356 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)[CH3:2].[I:15](O)(O)(O)(O)(O)=O.II.S(=O)(=O)(O)O>O.C(O)(=O)C>[I:15][C:12]1[CH:13]=[CH:14][C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=2)=[CH:10][CH:11]=1

参加物

7

反応物 4

HCID 807IodineHCID 1118Sulfuric AcidHCID 25289Orthoperiodic acidHCID 797864-Ethylbiphenyl

生成物 1

HCID 154778284-Ethyl-4'-iodo-1,1'-biphenyl

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
70 °C

実験手順

25.0 g (137 mmol) of 4-ethylbiphenyl, 7.23 g (27.4 mmol) of orthoperiodic acid, 13.9 g (54.9 mmol) of iodine, 133 ml of acetic acid, 27 ml of water and 4.1 ml of sulfuric acid were placed in a 500 ml three-necked flask with a mechanical stirrer and bulb-shaped cooler. This was heated to 70° C. in a water bath, and subjected to the reaction for 2 hours. The product was cooled down to the ambient temperature. To this was added 300 ml of water, which was subjected to the extraction with chloroform. The resultant chloroform phase was washed with sodium thiosulfate and water in this order. To this was added sodium sulfate, and the dehydration was carried out. After the filtration was carried out, the chloroform was distilled away in an evaporator to obtain a light yellow solid. The resultant solid was recrystallized in the presence of ethanol to obtain a white crystal. The yield of the compound was 71%. Its melting point was 145-149° C. The IR chart is shown in FIG. 24.

後処理

  1. customsubjected to the reaction for 2 hours
  2. temperatureThe product was cooled down to the ambient temperature
  3. extractionwas subjected to the extraction with chloroform
  4. washThe resultant chloroform phase was washed with sodium thiosulfate and water in this order
  5. additionTo this was added sodium sulfate
  6. filtrationAfter the filtration
  7. distillationthe chloroform was distilled away in an evaporator
  8. customto obtain a light yellow solid
  9. customThe resultant solid was recrystallized in the presence of ethanol
  10. customto obtain a white crystal

出典と根拠

ORDレコード
ord-5e84395f5d5244698bb30c6892a000d9
出典データセット
uspto-grants-2003_03
特許番号
US06528657B2

関連ノート

読み込み中…