1-Chloro-3-methyl-2-butene → Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-

HRID 1030689

반응식

HRID 1030689 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[C:3]=1[C:10](=[O:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23]>O1CCCC1>[OH:1][C:2]1[C:7]([CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[C:3]=1[C:10](=[O:12])[CH3:11]

참가 물질

5

반응물 3

HCID 104291-Chloro-3-methyl-2-buteneHCID 11430Potassium CarbonateHCID 680732',4',6'-Trihydroxyacetophenone

생성물 1

HCID 11687311Ethanone, 1-[2,4,6-trihydroxy-3-(3-methyl-2-butenyl)phenyl]-수율 55%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In 250 ml of anhydrous tetrahydrofuran was dissolved 50.0 g of 2',4',6'-trihydroxyacetophenone, and 123.15 g of anhydrous potassium carbonate was added to the solution and the mixture was stirred at room temperature for 30 minutes. Then, 37.23 g of 1-chloro-3-methyl-2-butene was dropped into the solution over a period of 20 minutes and a reaction was carried out at room temperature for 24 hours. After the reaction, the reaction mixture was extracted with 2 l of ethyl acetate, and the ethyl acetate layer was washed with water (500 ml×4 times), shaken with a saturated aqueous solution of sodium chloride (300 ml×2 times), dried with anhydrous sodium sulfate and filtered. The solvent was removed from the filtrate by distillation and the obtained residue was recrystallized from a mixed solvent of benzene and petroleum ether to obtain 38.6 g (yield=55.0%) of 2',4',6'-trihydroxy-3'-(3-methyl-2-butenyl)acetophenone in the form of a yellow prism.

후처리

  1. additionwas added to the solution
  2. waita reaction was carried out at room temperature for 24 hours
  3. customAfter the reaction
  4. extractionthe reaction mixture was extracted with 2 l of ethyl acetate
  5. washthe ethyl acetate layer was washed with water (500 ml×4 times)
  6. stirringshaken with a saturated aqueous solution of sodium chloride (300 ml×2 times)
  7. dry with materialdried with anhydrous sodium sulfate
  8. filtrationfiltered
  9. customThe solvent was removed from the filtrate by distillation
  10. customthe obtained residue was recrystallized from a mixed solvent of benzene and petroleum ether

출처 및 근거

ORD 기록
ord-a004afdfb9e44566a944b50ca94dcd1a
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05106871

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