Hexane → 2-(3-(1-Ethyl-1-methylpropyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane

HRID 495742ノート

反応式

HRID 495742 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].CCCCCC.C([Li])CCC.[CH2:33]([C:35]([C:39]1[CH:40]=[CH:41][C:42](=[C:44]([CH3:46])[CH3:45])[CH:43]=1)([CH3:38])[CH2:36][CH3:37])[CH3:34]>C1COCC1.CCOCC.O>[CH2:33]([C:35]([C:39]1[CH:40]=[CH:41][CH:42]([C:44]([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)([CH3:46])[CH3:45])[CH:43]=1)([CH3:38])[CH2:36][CH3:37])[CH3:34]

参加物

8

反応物 4

HCID 8058HexaneHCID 111404373,6-DI-Tert-butylfluoreneHCID 178181393-(1-Ethyl-1-methylpropyl)-6,6-dimethylfulveneHCID 178418339Butyllithium

生成物 1

HCID 1317251272-(3-(1-Ethyl-1-methylpropyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane収率 37.1%

試薬・触媒・溶媒 3

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

実験手順

To a solution of 1.93 g (6.9 mmol) of 3,6-di-tert-butylfluorene in 30 ml of THF, 4.7 ml (7.6 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 1.70 g (8.9 mmol) of 3-(1-ethyl-1-methylpropyl)-6,6-dimethylfulvene in 10 ml of THF was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for 5 days. 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 1.20 g (2.56 mmol) of a white solid (yield: 37%). The analyzed values are given below.

後処理

  1. stirringby stirring at room temperature for 5 days
  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-6a96b74f25e4413bb127288c97fff139
出典データセット
uspto-grants-2005_09
特許番号
US06939928B1

反応ノート

読み込み中…