Iodine → 5-(3-iodopropyl)-5H-dibenzo[a,d]cycloheptene

HRID 2071717

反応式

HRID 2071717 の反応式
C(O[CH2:4][CH2:5][CH2:6][C:7]1(O)[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]=[CH:10][C:9]2[CH:18]=[CH:19][CH:20]=[CH:21][C:8]1=2)C.C(OC(=O)C)(=O)C.[IH:30].II>>[I:30][CH2:4][CH2:5][CH2:6][CH:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]=[CH:10][C:9]2[CH:18]=[CH:19][CH:20]=[CH:21][C:8]1=2

参加物

5

反応物 4

HCID 807IodineHCID 7918Acetic AnhydrideHCID 24841Hydrogen iodideHCID 233288625-(3-Ethoxypropyl)-5-hydroxy-dibenzo[a,d]cycloheptene

生成物 1

HCID 233288685-(3-iodopropyl)-5H-dibenzo[a,d]cycloheptene

反応条件

温度
65 °C

実験手順

A solution of 9.25 g. (0.0314 mole) of 5-(3-ethoxypropyl)-5-hydroxy-dibenzo[a,d]cycloheptene prepared as above in 45 ml. of acetic anhydride is heated on the steam-bath for 90 minutes then cooled to 65° C. A stream of nitrogen is passed through the solution while 30 ml. of hydriodic acid (sp. gr., 1.5) is added in portions, keeping the temperature below 90° C. The solution develops a dark brown iodine color during the addition. The solution is heated to 80° C. for 30 minutes, then cooled and poured into ice-water. The brown oil that separates is extracted into benzene and the extract washed with water, dilute sodium thiosulfate solution and finally with water. Evaporation of the benzene gives the product 5-(3-iodopropyl)-5H-dibenzo-[a,d]cycloheptene as a yellow oil. A sample gives a precipitate with alcoholic silver nitrate solution.

後処理

  1. customthe temperature below 90° C
  2. additionduring the addition
  3. temperatureThe solution is heated to 80° C. for 30 minutes
  4. temperaturecooled
  5. extractionThe brown oil that separates is extracted into benzene
  6. washthe extract washed with water, dilute sodium thiosulfate solution and finally with water
  7. customEvaporation of the benzene

出典と根拠

ORDレコード
ord-90149e9f64074e5b8b5067c8ee640539
出典データセット
uspto-grants-1977_09
特許番号
US04048223

関連ノート

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