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Acetic Acid → 4-(3,4-Dimethoxyphenyl)but-3-en-2-one

HRID 1108752
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HRID 1108752 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.N1CC[CH2:16][CH2:15][CH2:14]1.C(O)(=[O:21])C>CC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:14][C:15](=[O:21])[CH3:16])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 8082PiperidineHCID 8419Veratraldehyde

생성물 1

HCID 847484-(3,4-Dimethoxyphenyl)but-3-en-2-one수율 56.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

3,4-Dimethoxybenzaldehyde (30.1 g) was dissolved in acetone (900 ml), and then piperidine (23.2 ml) and acetic acid (13.4 ml) were added prior to reflux for 4 hours. After distilling off the reaction solvent under reduced pressure, it was dissolved in 600 ml of ethyl acetate and washed with saturated sodium bicarbonate water and saturated saline. After drying with anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure producing yellow crystals which were then washed in isopropyl ether to give 21.0 g of 4-(3,4-dimethoxyphenyl)-3-buten-2-one (56.4%).

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후처리

  1. temperatureto reflux for 4 hours
  2. distillationAfter distilling off the reaction solvent under reduced pressure, it
  3. dissolutionwas dissolved in 600 ml of ethyl acetate
  4. washwashed with saturated sodium bicarbonate water and saturated saline
  5. dry with materialAfter drying with anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customproducing yellow crystals which
  8. washwere then washed in isopropyl ether

출처 및 근거

ORD 기록
ord-642f1bf43dfa4cbc9dbefaaeb23d6818
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06069176

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