2-Bromopropane → Isopropyl 2-isopropylphenyl ether

HRID 543911노트

반응식

HRID 543911 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([CH3:3])[CH3:2].C[O-].[Na+].[Na].[CH:15](Br)([CH3:17])[CH3:16]>CO>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH:15]([CH3:17])[CH3:16])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 63582-BromopropaneHCID 69432-IsopropylphenolHCID 5360545SodiumHCID 10942334Sodium Methoxide

생성물 1

HCID 13531071Isopropyl 2-isopropylphenyl ether

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of 2-isopropylphenol (75 g, 0.54 mol) in 60 ml methanol was added, under nitrogen, to a solution of sodium methoxide, prepared by reacting 13.1 g (0.57 mol) sodium with 150 ml dry methanol. To this stirred solution was added isopropyl bromide (82.2 g, 0.66 mol) dropwise over several hours, after which the reaction mixture was heated at reflux overnight. The cooled mixture was filtered to remove solids and methanol was removed on a rotary evaporator. The residue, containing both liquid and solid, was treated with about equal volumes of diethyl ether and water, with the aqueous phase then separated and discarded. The ether phase was washed with Claisen solution, water being added to facilitate separation of phases, and the organic phase retained. The combined aqueous phases was extracted with ether, the extract being added to the prior retained organic phase, and the combined material was dried over anhydrous magnesium sulfate. Ether was removed by evaporation and the residue was distilled to afford isopropyl (2-isopropylphenyl) ether.

후처리

  1. customprepared
  2. temperatureafter which the reaction mixture was heated
  3. temperatureat reflux overnight
  4. filtrationThe cooled mixture was filtered
  5. customto remove solids and methanol
  6. customwas removed on a rotary evaporator
  7. additionThe residue, containing both liquid and solid
  8. additionwas treated with about equal volumes of diethyl ether and water, with the aqueous phase
  9. customthen separated
  10. washThe ether phase was washed with Claisen solution, water being
  11. additionadded
  12. customseparation of phases
  13. extractionThe combined aqueous phases was extracted with ether
  14. additionthe extract being added to the prior retained organic phase
  15. dry with materialthe combined material was dried over anhydrous magnesium sulfate
  16. customEther was removed by evaporation
  17. distillationthe residue was distilled

출처 및 근거

ORD 기록
ord-2ad9b341e0a941f6a484da5bf2cca7f5
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04447657

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