Ethylene Glycol → 2-[2-(Methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolane

HRID 1607400

反応式

HRID 1607400 の反応式
[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH2:15](O)[CH2:16][OH:17].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1([O:17][CH2:16][CH2:15][O:13]1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 141190Benzenebutanoic acid, gamma-oxo-, methyl ester

生成物 1

HCID 100371022-[2-(Methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolane

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 2.0 g of 3-benzoylpropionic acid methyl ester in 50 ml of dry benzene were added 0.7 ml of ethylene glycol and 0.01 g of anhydrous-p-toluene-sulfonic acid and the mixture was heated under reflux for 17 hours while removing water formed during the reaction by using a molecular sieve. After cooling, the reaction mixture was washed with a saturated sodium chloride aqueous solution, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: benzene/hexane=1/1 by volume) to obtain 1.8 g of 4,4-ethylenedioxy-4-phenylbutyric acid methyl ester.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 17 hours
  3. customwhile removing water
  4. customformed during the reaction
  5. temperatureAfter cooling
  6. washthe reaction mixture was washed with a saturated sodium chloride aqueous solution
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel flash column chromatography (eluent: benzene/hexane=1/1 by volume)

出典と根拠

ORDレコード
ord-17cb79a884504a5682a49f850efe5a25
出典データセット
uspto-grants-1989_09
特許番号
US04863904

関連ノート

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