Ethylene Glycol → HCID 567357、化合物

HRID 365159ノート

反応式

HRID 365159 の反応式
[CH:1]12[CH2:8][C:7](=[O:9])[CH:6]1[CH2:5][CH2:4][CH:3]=[CH:2]2.[CH2:10](O)[CH2:11][OH:12].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1>[O:9]1[CH2:10][CH2:11][O:12][C:7]21[CH2:8][CH:1]1[CH:6]2[CH2:5][CH2:4][CH:3]=[CH:2]1

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 12507350Bicyclo[4.2.0]oct-2-en-7-one

生成物 1

HCID 567357HCID 567357、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 6.4 g bicyclo[4.2.0]oct-2-en-7-one (III), (Tetrahedron, 27, 615 (1971)), 18.62 g ethylene glycol, 100 ml benzene, and 25 mg p-toluenesulfonic acid is heated at reflux for 4 hr using a Dean-Stark trap to effect continuous removal of water. The cooled reaction mixture is poured onto 100 ml saturated sodium bicarbonate solution and the resulting mixture is extracted with three 75 ml portions of diethyl ether. The combined organic extract is washed with 100 ml saturated sodium chloride solution and is then dried over sodium sulfate. The solvent is removed under vacuum and the residue is distilled under vacuum to give 7.12 g of spiro[bicyclo[4.2.0]oct-2-ene-7,2'-[1.3]dioxolan] (IV).

後処理

  1. temperatureis heated
  2. temperatureat reflux for 4 hr
  3. customremoval of water
  4. customThe cooled reaction mixture
  5. extractionthe resulting mixture is extracted with three 75 ml portions of diethyl ether
  6. extractionThe combined organic extract
  7. washis washed with 100 ml saturated sodium chloride solution
  8. dry with materialis then dried over sodium sulfate
  9. customThe solvent is removed under vacuum
  10. distillationthe residue is distilled under vacuum

出典と根拠

ORDレコード
ord-380d3a32eb73444c88dea446be994508
出典データセット
uspto-grants-1986_08
特許番号
US04608388

反応ノート

読み込み中…