Sodium Hydroxide → 1-Methoxy-3-(3-methylbut-2-enylsulphanyl)benzene

HRID 22994

반응식

HRID 22994 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([SH:9])[CH:6]=[CH:7][CH:8]=1.[OH-].[Na+].[CH3:12][C:13](=[CH:15][CH2:16]Br)[CH3:14]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([S:9][CH2:16][CH:15]=[C:13]([CH3:14])[CH3:12])[CH:4]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 700922-Butene, 1-bromo-3-methyl-HCID 849893-Methoxybenzenethiol

생성물 1

HCID 225925921-Methoxy-3-(3-methylbut-2-enylsulphanyl)benzene수율 90.4%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

50.45 g (360.0 mmol) of 3-methoxythiophenol, 360 ml of acetone and 14.40 g (360.0 mmol) of sodium hydroxide pellets are introduced into a one liter round-bottomed flask under a nitrogen atmosphere and the mixture is heated at reflux for three hours. A solution composed of 53.6 g (360.0 mmol) of 2-methyl-4-bromo-2-butene and of 60 ml of acetone is added dropwise. Reflux is maintained for sixteen hours and the reaction mixture is evaporated to dryness. Water is added, extraction is carried out with ethyl acetate, the organic phase is washed with water and then using a saturated sodium chloride solution, dried over magnesium sulphate and filtered, and the solvents are evaporated. The residue obtained is distilled under reduced pressure (5×10−2 bar/113° C.) to produce 67.81 g (90%) of the expected compound in the form or a pale-yellow oil.

후처리

  1. temperaturethe mixture is heated
  2. temperatureat reflux for three hours
  3. additionis added dropwise
  4. temperatureReflux
  5. temperatureis maintained for sixteen hours
  6. customthe reaction mixture is evaporated to dryness
  7. additionWater is added
  8. extractionextraction
  9. washthe organic phase is washed with water
  10. dry with materialdried over magnesium sulphate
  11. filtrationfiltered
  12. customthe solvents are evaporated
  13. customThe residue obtained
  14. distillationis distilled under reduced pressure (5×10−2 bar/113° C.)

출처 및 근거

ORD 기록
ord-b12277d88d5544d0af86d992556ac845
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849658B2

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