p-METHYLACETOPHENONE → 6-Methyl-6-(p-tolyl)fulvene

HRID 630583노트

반응식

HRID 630583 반응식
[CH:1]1([Li])[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH3:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](=O)[CH3:15])=[CH:10][CH:9]=1>C(OCC)C>[CH3:15][C:14]([C:11]1[CH:12]=[CH:13][C:8]([CH3:7])=[CH:9][CH:10]=1)=[C:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 8500p-METHYLACETOPHENONEHCID 178506819HCID 178506819, 화합물

생성물 1

HCID 216764486-Methyl-6-(p-tolyl)fulvene수율 72.2%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Under a nitrogen atmosphere, a solution of a cyclopentadienyllithium salt (5.9 g, 81.9 mmol) in dry diethyl ether (100 mL) was cooled in an ice bath, and 4′-methylacetophenone (10.0 g, 74.5 mmol) was dropped thereinto. Then, the product was stirred at room temperature for 20 hours to induce a reaction. After the reaction was terminated, dilute aqueous hydrochloric acid was added thereto, the product was subjected to extraction with hexane, the organic layer was subsequently washed with water and then dehydrated with anhydrous magnesium sulfate, and then the solvent was distilled off to produce a red liquid. The red liquid was purified by column chromatography (silica gel, solvent: hexane) to produce 9.8 g of 6-methyl-6-(p-tolyl)fulvene. The analytical values were as follows.

후처리

  1. customa reaction
  2. customAfter the reaction was terminated
  3. additiondilute aqueous hydrochloric acid was added
  4. extractionthe product was subjected to extraction with hexane
  5. washthe organic layer was subsequently washed with water
  6. distillationthe solvent was distilled off
  7. customto produce a red liquid
  8. customThe red liquid was purified by column chromatography (silica gel, solvent: hexane)

출처 및 근거

ORD 기록
ord-363bbf808c1048a68d73c3ab3d036d24
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315602B2

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