1-Iodooctane → 2-Iodo-9,9-dioctylfluorene

HRID 1029066ノート

反応式

HRID 1029066 の反応式
[I:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.C[C:16]([CH3:19])([O-])[CH3:17].[K+].[CH2:21](I)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>CS(C)=O.O1CCCC1>[CH2:21]([C:5]1([CH2:4][CH2:3][CH2:2][CH2:14][CH2:13][CH2:17][CH2:16][CH3:19])[C:4]2[CH:3]=[C:2]([I:1])[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

参加物

6

反応物 3

HCID 123801-Iodooctane2 回HCID 2240942-Iodo-9H-fluoreneHCID 23665647Potassium tert-butoxide2 回

生成物 1

HCID 230728732-Iodo-9,9-dioctylfluorene

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

20 parts of 2-iodofluorene was dissolved in a mixed solution of 114 parts of dimethyl sulfoxide (DMSO) and 23 parts of tetrahydrofuran (THF), and the thus obtained mixture was then stirred at 25° C. for 10 minutes. Thereafter, while stirring, 8.7 parts of potassium-tert-butoxide was added to the mixture. Twenty minutes later, 19.2 parts of n-octyl iodide was added to the mixture, and further twenty minutes later, 8.7 parts of potassium-tert-butoxide was added thereto. Further, twenty minutes later, 19.2 parts of n-octyl iodide was added thereto, and the obtained mixture was then stirred at 25° C. for 2 hours. After completion of the stirring, THF was distilled away from the reaction solution, and it was then extracted with toluene-water. The toluene phase was dried over magnesium sulfate, and the toluene was then distilled away, thereby obtaining a brown tarry solid. This brown tarry solid was separated and purified by column chromatography (hexane-ethyl acetate) to obtain 30 parts of 9,9-di-n-octyl-2-iodofluorene in the form of a colorless crystal.

後処理

  1. stirringThereafter, while stirring
  2. stirringthe obtained mixture was then stirred at 25° C. for 2 hours
  3. distillationAfter completion of the stirring, THF was distilled away from the reaction solution, and it
  4. extractionwas then extracted with toluene-water
  5. dry with materialThe toluene phase was dried over magnesium sulfate
  6. distillationthe toluene was then distilled away
  7. customobtaining a brown tarry solid
  8. customThis brown tarry solid was separated
  9. custompurified by column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-ba46631032444715a3a499b93bf72428
出典データセット
uspto-grants-2014_05
特許番号
US08735720B2

反応ノート

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