Fluorene → HCID 67259085, 화합물

HRID 2425307노트

반응식

HRID 2425307 반응식
[Li]CCCC.CCCCCC.[CH:12]1[C:24]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]=2[CH:15]=[CH:14][CH:13]=1.Cl[Si:26]([CH:29]1[C:37]2[C:32](=[C:33]([CH3:39])[CH:34]=[C:35]([CH3:38])[CH:36]=2)[CH:31]=[C:30]1[CH3:40])([CH3:28])[CH3:27].[Li]>CCOCC.C1COCC1.C1(C)C=CC=CC=1>[CH3:40][C:30]1[CH:29]([Si:26]([CH:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:16]3[C:24]2=[CH:12][CH:13]=[CH:14][CH:15]=3)([CH3:28])[CH3:27])[C:37]2[C:32]([CH:31]=1)=[C:33]([CH3:39])[CH:34]=[C:35]([CH3:38])[CH:36]=2

참가 물질

9

반응물 5

HCID 6853FluoreneHCID 8058HexaneHCID 3028194LithiumHCID 59735669HCID 59735669, 화합물HCID 178418339Butyllithium

생성물 1

HCID 67259085HCID 67259085, 화합물수율 108.2%

시약·촉매·용매 3

HCID 1140Toluene용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

A 2.5 M n-BuLi solution in hexane (16.75 mL, 41.88 mmol) was added dropwise at 0° C. under stirring to a solution of 6.63 g of fluorene (39.89 mmol) in 100 ml of Et2O in a 500 mL 3-necked round flask. The resulting orange solution was allowed to warm up to room temperature and stirred for 1.5 h. A solution of chloro(2,4,6-trimethyl-indenyl)dimethylsilane (10 g, 39.87 mmol) in 20 mL of THF was cooled to 0° C. and slowly added to the lithium salt solution, also previously cooled to 0° C. At the end of the addition a light brown suspension was obtained. The latter was allowed to warm up to room temperature and stirred for 1.5 h. Then the reaction mixture was evaporated under reduced pressure to give a brown sticky solid, which was treated at r.t. with 150 mL of toluene and then filtered to remove LiCl. The filtrate was dried in vacuo to give 16.42 g of a brown oil, which resulted to be the expected ligand contaminated by minor amounts of non identified by-products (crude yield quantitative). The product was used as such in the next step without further purification.

후처리

  1. temperaturealso previously cooled to 0° C
  2. additionAt the end of the addition a light brown suspension
  3. customwas obtained
  4. temperatureto warm up to room temperature
  5. stirringstirred for 1.5 h
  6. customThen the reaction mixture was evaporated under reduced pressure
  7. customto give a brown sticky solid, which
  8. filtrationfiltered
  9. customto remove LiCl
  10. customThe filtrate was dried in vacuo

출처 및 근거

ORD 기록
ord-da257939f86b4d82ac9927cc3327c4c6
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964679B2

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