Hexane → 1-Cyclopentadienyl-1-(2,7-di-tert-butylfluorenyl)cyclohexane

HRID 1251530노트

반응식

HRID 1251530 반응식
[C:1]([C:5]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:12][CH:13]=3)[CH2:8][C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CCCCCC.C([Li])CCC.[CH:33]1([C:39]2[C:43](=C)[CH:42]=[CH:41][CH:40]=2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>O.C1COCC1>[CH:39]1([C:33]2([C:10]3[C:9]4[CH2:8][C:7]5[C:15](=[CH:16][CH:17]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=5)[C:14]=4[CH:13]=[CH:12][C:11]=3[C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)[CH:40]=[CH:41][CH:42]=[CH:43]1

참가 물질

7

반응물 4

HCID 8058HexaneHCID 40900822,7-Di-tert-butylfluoreneHCID 22327799CyclohexylfulveneHCID 178418339Butyllithium

생성물 1

HCID 1317231041-Cyclopentadienyl-1-(2,7-di-tert-butylfluorenyl)cyclohexane수율 67.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a THF (30 ml) solution including 5.0 g (18.6 mmol) of 2,7-di-tert-butylfluorene, a hexane solution (13.5 ml, 21.6 mmol) of n-butyllithium was added dropwise at −78° C. under nitrogen, followed by stirring at room temperature for 6 hours. Next, a THF (20 ml) solution including 3.42 g (23.4 mmol) of cyclohexylfulvene was added dropwise at 0° C. under a nitrogen atmosphere, followed by stirring at room temperature for 16 hours. The resultant reaction solution was decomposed with cold water, and then extracted with ether. The extract was dried over magnesium sulfate and then filtered, and the used solvent was removed from the filtrate under reduced pressure, thereby obtaining a solid. This solid was recrystallized from methanol to obtain 5.36 g of a colorless solid.

후처리

  1. additionwas added dropwise at 0° C. under a nitrogen atmosphere
  2. stirringby stirring at room temperature for 16 hours
  3. customThe resultant reaction solution
  4. extractionextracted with ether
  5. dry with materialThe extract was dried over magnesium sulfate
  6. filtrationfiltered
  7. customthe used solvent was removed from the filtrate under reduced pressure
  8. customobtaining a solid
  9. customThis solid was recrystallized from methanol

출처 및 근거

ORD 기록
ord-7c02aa446e3949f4a0b6f1a920c296a1
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342568B1

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