Ethylene Glycol → 2-(3-Methylthiophen-2-yl)-1,3-dioxolane

HRID 9655

反応式

HRID 9655 の反応式
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=[O:8].[CH2:9](O)[CH2:10][OH:11].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]1[O:11][CH2:10][CH2:9][O:8]1

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 799113-Methyl-2-thiophenecarboxaldehyde

生成物 1

HCID 129265222-(3-Methylthiophen-2-yl)-1,3-dioxolane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 3-methylthiophene carboxaldehyde (6.8 g), ethylene glycol (10 ml) and p-toluenesulfonic acid (0.30 g) in toluene (125 ml) was heated at reflux for 18 hours. The reaction mixture was cooled; extracted with 2M aqueous sodium carbonate and then dried with brine and over magnesium sulfate. Analysis of the crude product indicated that the reaction was incomplete so the crude material was re-subjected to the ketalisation conditions as outlined above. The crude material isolated after reprocessing was distilled under reduced pressure (1 mmHg) to give the title compound as a yellow oil.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with 2M aqueous sodium carbonate
  5. dry with materialdried with brine and over magnesium sulfate
  6. customThe crude material isolated
  7. distillationafter reprocessing was distilled under reduced pressure (1 mmHg)

出典と根拠

ORDレコード
ord-74b822405f8e419aaae0449610e9ed3b
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

関連ノート

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