Iodine → 2-Iodo-9H-fluorene

HRID 746353

反応式

HRID 746353 の反応式
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.II.[I:16](O)(=O)(=O)=O>C(O)(=O)C>[I:16][C:9]1[CH:8]=[CH:7][C:6]2[C:5]3[C:13](=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH2:12][C:11]=2[CH:10]=1

参加物

5

反応物 3

HCID 807IodineHCID 6853FluoreneHCID 65185Metaperiodic acid

生成物 1

HCID 2240942-Iodo-9H-fluorene収率 644.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

A 250 mL round-bottomed flask was charged with 20.0 g (120 mmol) fluorene, 16.0 g (60 mmol) iodine and 4.0 g (17 mmol) periodic acid. 150 mL (80%) acetic acid was added to the reaction mixture. The mixture was stirred under nitrogen at 80° C. for 4 hours. The mixture was then allowed to cool to ambient temperature. The solid residue was vacuum filtered, dissolved in toluene and then washed with 5% sodium hydrogen sulphite(to remove excess iodine). The toluene solution was concentrated under vacuo and then passed through a flash column using toluene as the eluent to give 32.0 g (91% yield) of the product (off white solid).

後処理

  1. temperatureto cool to ambient temperature
  2. filtrationfiltered
  3. dissolutiondissolved in toluene
  4. washwashed with 5% sodium hydrogen sulphite(to remove excess iodine)
  5. concentrationThe toluene solution was concentrated under vacuo

出典と根拠

ORDレコード
ord-02d49db4e29a434d840bc7c12840f8c2
出典データセット
uspto-grants-2008_07
特許番号
US07393599B2

関連ノート

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