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

HRID 651042

반응식

HRID 651042 반응식
[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]

참가 물질

5

반응물 2

HCID 240BenzaldehydeHCID 943351,2-Hexanediol

생성물 1

HCID 217105764-Butyl-2-phenyl-1,3-dioxolane수율 102.2%

시약·촉매·용매 2

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-50e9d02e287546d8aa1ddab3807cf092
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277871B1

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