3,4,5-Trimethylphenol → Methallyl 3,4,5-trimethylphenyl ether

HRID 1780607노트

반응식

HRID 1780607 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8].Cl[CH2:12][C:13]([CH3:15])=[CH2:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][C:2]1[CH:3]=[C:4]([O:10][CH2:14][C:13](=[CH2:12])[CH3:15])[CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8]

참가 물질

5

반응물 3

HCID 106963,4,5-TrimethylphenolHCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium Carbonate

생성물 1

HCID 19047072Methallyl 3,4,5-trimethylphenyl ether

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution 20 g of 3,4,5-trimethylphenol in 150 ml of absolute acetone was added 22 ml of 3-chloro-2-methylpropene and 20.3 g of anhydrous potassium carbonate. After refluxing for 45 hours, the reaction mixture was filtered, washed with acetone, concentrated under reduced pressure and diluted with 200 ml of diethyl ether. The mixture was extracted three times with 50 ml of 2N hydrochloric acid and 50 ml of 20% aqueous solution of sodium hydroxide. The organic extract was dried over anhydrous magnesium sulfate, filtered and concentrated under the reduced pressure to afford a crude product. Final purification was carried by silica-gel column chromatography to afford 27 g of methallyl 3,4,5-trimethylphenyl ether as yellow oil.

후처리

  1. temperatureAfter refluxing for 45 hours
  2. filtrationthe reaction mixture was filtered
  3. washwashed with acetone
  4. concentrationconcentrated under reduced pressure
  5. additiondiluted with 200 ml of diethyl ether
  6. extractionThe mixture was extracted three times with 50 ml of 2N hydrochloric acid and 50 ml of 20% aqueous solution of sodium hydroxide
  7. extractionThe organic extract
  8. dry with materialwas dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated under the reduced pressure
  11. customto afford a crude product
  12. customFinal purification

출처 및 근거

ORD 기록
ord-c1ec75963aea46ea968458eb4ba5b3bb
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05631208

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