Benzaldehyde → 4-Butyl-2-phenyl-1,3-dioxolane

HRID 651042

反応式

HRID 651042 の反応式
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9](O)[CH:10]([OH:15])[CH2:11][CH2:12][CH2:13][CH3:14]>C1(C)C=CC=CC=1.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O>[CH2:11]([CH:10]1[O:15][CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[O:8][CH2:9]1)[CH2:12][CH2:13][CH3:14]

参加物

5

反応物 2

HCID 240BenzaldehydeHCID 943351,2-Hexanediol

生成物 1

HCID 217105764-Butyl-2-phenyl-1,3-dioxolane収率 102.2%

試薬・触媒・溶媒 2

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-触媒HCID 1140Toluene溶媒

実験手順

A solution of benzaldehyde (5.1 mL, 50.0 mmol), 1,2-hexanediol (6.5 g, 55.0 mmol), and camphorsulfonic acid (0.58 g, 2.5 mmol) in 50 mL of toluene was heated to reflux (Dean-Stark) with azeotropic removal of water. When the theoretical amount of water was distilled (4.5 hours), the mixture was cooled to room temperature and diluted with 80 mL of ether. The solution was extracted with 2M aqueous sodium carbonate, water and brine, dried (Na2SO4), filtered, and concentrated to provide 10.54 g (102%) of the title compound.

後処理

  1. temperatureto reflux (Dean-Stark)
  2. customwith azeotropic removal of water
  3. distillationWhen the theoretical amount of water was distilled (4.5 hours)
  4. additiondiluted with 80 mL of ether
  5. extractionThe solution was extracted with 2M aqueous sodium carbonate, water and brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-50e9d02e287546d8aa1ddab3807cf092
出典データセット
uspto-grants-2001_08
特許番号
US06277871B1

関連ノート

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