Hydrochloric Acid → 1,2-bis(4,7-Dimethylindenyl)butane

HRID 1464351노트

반응식

HRID 1464351 반응식
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[CH3:6][C:7]1[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]2[C:8]=1[CH:9]=[CH:10][CH2:11]2.Br[CH2:18][CH:19](Br)[CH2:20][CH3:21].Cl>CCCCCC.O1CCCC1>[CH3:4][C:3]1[CH:6]=[CH:7][C:8]([CH3:9])=[C:1]2[C:2]=1[CH:21]=[CH:20][CH:19]2[CH2:18][CH:10]([CH:11]1[C:12]2[C:8](=[C:7]([CH3:6])[CH:15]=[CH:14][C:13]=2[CH3:16])[CH:9]=[CH:10]1)[CH2:11][CH3:12]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 107921,2-DibromobutaneHCID 814584,7-dimethyl-1H-indeneHCID 178418339Butyllithium

생성물 1

HCID 190879061,2-bis(4,7-Dimethylindenyl)butane수율 10%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

반응 조건

온도
60 °C

실험 절차

52 ml (83.2 mmol) of a 1.6 M solution of butyllithium in hexane were added dropwise to 11.8 g (92 mmol) of 4,7-dimethylindene in 200 ml of tetrahydrofuran at room temperature under an Ar atmosphere, and the mixture was stirred at 60° C. for 1 hour. It was cooled to -78° C., 5 ml (40 mmol) of 1,2-dibromobutane were added, and stirring was continued overnight at room temperature. The reaction mixture was poured onto 2 N aqueous HCl and the organic phase was separated off, washed with saturated aqueous NaHCO3 solution and NaCl solution in succession and dried (MgSO4). The oil which remained after the solvent had been stripped off under reduced pressure was chromatographed on 350 g of silica gel (hexane). After drying under an oilpump vacuum, 1.4 g (10%) of product were obtained.

후처리

  1. temperatureIt was cooled to -78° C.
  2. stirringstirring
  3. waitwas continued overnight at room temperature
  4. customthe organic phase was separated off
  5. washwashed with saturated aqueous NaHCO3 solution and NaCl solution in succession
  6. dry with materialdried (MgSO4)
  7. customwas chromatographed on 350 g of silica gel (hexane)
  8. customAfter drying under an oilpump vacuum

출처 및 근거

ORD 기록
ord-2702988df2984e0d8647bcb9044cc887
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05304614

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