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

HRID 495742

반응식

HRID 495742 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6a96b74f25e4413bb127288c97fff139
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939928B1

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