Hexane → 2-(3-(1-Methyl-1-cyclohexyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane

HRID 270989

반응식

HRID 270989 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.[CH3:33][C:34]1([C:40]2[CH:41]=[CH:42][C:43](=[C:45]([CH3:47])[CH3:46])[CH:44]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>C1COCC1.CCOCC.O>[CH3:33][C:34]1([C:40]2[CH:41]=[CH:42][CH:43]([C:45]([C:11]3[C:10]4[CH2:9][C:8]5[C:16](=[CH:17][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=5)[C:15]=4[CH:14]=[C:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=3)([CH3:47])[CH3:46])[CH:44]=2)[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]1

참가 물질

8

반응물 4

HCID 8058HexaneHCID 111404373,6-DI-Tert-butylfluoreneHCID 14688282HCID 14688282, 화합물HCID 178418339Butyllithium

생성물 1

HCID 1317251222-(3-(1-Methyl-1-cyclohexyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane수율 43%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 2.64 g (9.5 mmol) of 3,6-di-tert-butylfluorene in 45 ml of THF, 6.4 ml (10.4 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 2.00 g (9.9 mmol) of 3-(1-methyl-1-cyclohexyl)-6,6-dimethylfulvene in 30 ml of THF was further dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for 3 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 1.96 g (4.08 mmol) of a white solid (yield: 43%). The analyzed values are given below.

후처리

  1. stirringby stirring at room temperature for 3 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-6dca80c9b37e4cabb8f68954b6386527
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449533B2

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