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

HRID 354231ノート

反応式

HRID 354231 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
180 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5501bf9ea2dd4b519af242077d9fb38e
出典データセット
uspto-grants-2004_06
特許番号
US06756497B1

反応ノート

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