Acetone → Ethyl 4-(2,4-nonadiynyloxy)-benzoate

HRID 2639

反応式

HRID 2639 の反応式
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:19][C:20]([CH3:22])=O>CCCCCC.C(OCC)(=O)C>[CH2:19]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=1)[C:20]#[C:22][C:12]#[C:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 180AcetoneHCID 8434EthylparabenHCID 11430Potassium Carbonate

生成物 1

HCID 18935880Ethyl 4-(2,4-nonadiynyloxy)-benzoate収率 70%

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

実験手順

In a flask were placed 3.78 g (0.024 mole) of 1-chloro-2,4-nonadiyne thus obtained, 3.32 g (0.02 mole) of ethyl 4-hydroxybenzoate, 5.5 g (0.04 mole) of potassium carbonate, and 50 ml of acetone and the mixture was refluxed by heating for 11 hours. After allowing to cool the reaction mixture to room temperature, the reaction mixture was poured in 250 ml of ice-water and the product was extracted with methylene chloride. After distilling off the solvent of the organic layer, the residue formed was purified by a silica gel column chromatography(developing solvent: hexane/ethyl acetate=3/1) to provide 4.0 g (yield 70%) of ethyl 4-(2,4-nonadiynyloxy)-benzoate.

後処理

  1. temperatureby heating for 11 hours
  2. extractionthe product was extracted with methylene chloride
  3. distillationAfter distilling off the solvent of the organic layer
  4. customthe residue formed
  5. customwas purified by a silica gel column chromatography(developing solvent

出典と根拠

ORDレコード
ord-e5b29654fa7b4c0a9addc6161d045c21
出典データセット
uspto-grants-1998_03
特許番号
US05730903

関連ノート

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