6-Methyl-6-phenylfulvene → [1-(Cyclopenta-2,4-dien-1-yl)ethyl]benzene

HRID 2226689노트

반응식

HRID 2226689 반응식
[Li][C@H]1CC(C(O)=O)N([Li])C1=O.[Li]CCCC.[CH3:17][C:18]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[C:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1>CCOCC>[CH:19]1([CH:18]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH3:17])[CH:23]=[CH:22][CH:21]=[CH:20]1

참가 물질

5

반응물 3

HCID 5928226-Methyl-6-phenylfulveneHCID 178418339ButyllithiumHCID 178506840HCID 178506840, 화합물

생성물 1

HCID 12445303[1-(Cyclopenta-2,4-dien-1-yl)ethyl]benzene수율 99%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 0.77 mL of dilithio (s)-(-)-2-pyrrolidone-5-carboxylic acid (6 mmol) in 40 mL of ether was added 7.8 mL of n-BuLi (1.6M solution in hexanes, 13 mmol) at 0° C. This solution was stirred for 30 min at room temperature. 6-Methyl-6phenylfulvene, 1.0 g, (6 mmol) was added dropwise at 0° C. and the solution warmed to room temperature. The organic layer was separated and washed with aqueous NaHCO3, H2O and then dried over MgSO4. Removal of solvent gave 1.0 g (99% yield) of 1-cyclopentadienyl-1-phenylethane as a light yellow oil. [α]D =0.0° (CHCl3).

후처리

  1. temperaturethe solution warmed to room temperature
  2. customThe organic layer was separated
  3. washwashed with aqueous NaHCO3, H2O
  4. dry with materialdried over MgSO4
  5. customRemoval of solvent

출처 및 근거

ORD 기록
ord-fce0989bdad141619ef2d8d90dc88def
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05349100

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