Hydroquinone → 6-Methyl-5-(3-methylisoxazol-5-yl)-7,7-dimethoxy-1,2,3,4-tetrachlorobicyclo[2.2.1]hept-2-ene

HRID 354231노트

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HRID 354231 반응식
[CH3:1][O:2][C:3]1([O:12][CH3:13])[C:7]([Cl:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]1[Cl:11].C(=O)([O-])O.[Na+].[CH3:19][C:20]1[CH:24]=[C:23](/[CH:25]=[CH:26]/[CH3:27])[O:22][N:21]=1.C1(C=CC(O)=CC=1)O>C(OCC)(=O)C>[CH3:27][CH:26]1[C:4]2([Cl:11])[C:3]([O:2][CH3:1])([O:12][CH3:13])[C:7]([Cl:8])([C:6]([Cl:9])=[C:5]2[Cl:10])[CH:25]1[C:23]1[O:22][N:21]=[C:20]([CH3:19])[CH:24]=1

참가 물질

6

반응물 4

HCID 785HydroquinoneHCID 751541,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-dieneHCID 516892Sodium BicarbonateHCID 12993789trans-1-(3-Methylisoxazol-5-yl)-1-propene

생성물 1

HCID 235133326-Methyl-5-(3-methylisoxazol-5-yl)-7,7-dimethoxy-1,2,3,4-tetrachlorobicyclo[2.2.1]hept-2-ene수율 44.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
180 °C

실험 절차

1.07 g of 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopenta-1,3-diene, 0.34 g of sodium hydrogen carbonate, 0.50g of trans-1-(3-methylisoxazol-5-yl)-1-propene and 0.05 g of hydroquinone were mixed and heated with stirring at 180° C. for 7 hours. The reaction solution was cooled and ethyl acetate was added. Insoluble matter was removed by filtration. Then the solvent was concentrated under reduced pressure. The obtained crude product was purified on silica gel column chromatography (elution with benzene) to give 0.70 g of the title compound as a mixture of isomers.

후처리

  1. temperatureheated
  2. temperatureThe reaction solution was cooled
  3. customInsoluble matter was removed by filtration
  4. concentrationThen the solvent was concentrated under reduced pressure
  5. customThe obtained crude product
  6. customwas purified on silica gel column chromatography (elution with benzene)

출처 및 근거

ORD 기록
ord-5501bf9ea2dd4b519af242077d9fb38e
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756497B1

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