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Hexane → 2-(3-Tert-butylcyclopentadienyl)-3-(3,6-di-tert-butylfluorenyl)pentane

HRID 495762
ノート
印刷プレビュー

反応式

HRID 495762 の反応式
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[CH2:9][C:10]3[C:15]([C:16]=2[CH:17]=1)=[CH:14][C:13]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:12][CH:11]=3)([CH3:4])([CH3:3])[CH3:2].[CH3:22]CCCCC.C([Li])CCC.[C:33]([C:37]1[CH:38]=[CH:39][C:40](=[C:42]([CH2:45]C)[CH2:43][CH3:44])[CH:41]=1)([CH3:36])([CH3:35])[CH3:34]>C1COCC1.CCOCC.O>[C:33]([C:37]1[CH:38]=[CH:39][CH:40]([CH:42]([CH:43]([C:11]2[C:10]3[CH2:9][C:8]4[C:16](=[CH:17][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=4)[C:15]=3[CH:14]=[C:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=2)[CH2:44][CH3:22])[CH3:45])[CH:41]=1)([CH3:34])([CH3:35])[CH3:36]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8058HexaneHCID 111404373,6-DI-Tert-butylfluoreneHCID 178181433-Tert-butyl-6,6-diethylfulveneHCID 178418339Butyllithium

生成物 1

HCID 1317251382-(3-Tert-butylcyclopentadienyl)-3-(3,6-di-tert-butylfluorenyl)pentane収率 70.3%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 3283Diethyl Ether溶媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 1.99 g (7.1 mmol) of 3,6-di-tert-butylfluorene in 30 ml of THF, 4.6 ml (7.5 mmol) of a hexane solution of n-butyllithium was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. To the resulting red solution, a solution of 1.50 g (7.9 mmol) of 3-tert-butyl-6,6-diethylfulvene in 30 ml of THF was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. After the reaction solution was diluted with 100 ml of ether, 50 ml of water was added. The separated organic phase was washed with water and a saturated saline solution, then dried over magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was isolated and purified by column chromatography (silica gel, developing solvent: hexane) to obtain 2.34 g (4.99 mmol) of a white solid (yield: 70%). The analyzed values are given below.

後処理

  1. stirringby stirring at room temperature for one night
  2. additionwas added
  3. washThe separated organic phase was washed with water
  4. dry with materiala saturated saline solution, then dried over magnesium sulfate
  5. filtrationfiltered
  6. customFrom the filtrate, the solvent was removed under reduced pressure
  7. customto obtain a liquid
  8. customThe liquid was isolated
  9. custompurified by column chromatography (silica gel, developing solvent: hexane)

出典と根拠

ORDレコード
ord-f5874959c87c48bd90b0eceeb9bf4a08
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06939928B1

反応ノート

読み込み中…

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