Allyl bromide → 3-Allyloxy-4-bromoanisol

HRID 1464692노트

반응식

HRID 1464692 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[OH:10].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[CH:18]=[CH2:19]>CC#N>[CH2:19]([O:10][C:3]1[CH:4]=[C:5]([O:8][CH3:9])[CH:6]=[CH:7][C:2]=1[Br:1])[CH:18]=[CH2:17]

참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 134938392-Bromo-5-methoxyphenol

생성물 1

HCID 147034223-Allyloxy-4-bromoanisol수율 111%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 4-bromo-3-hydroxyanisol (14.49, 59.3 mmol), synthesized by known methods, in CH3CN (200 ml), dry potassium carbonate (20 g) and allylbromide (8.0 ml, 92.4 mmol) was added. The reaction mixture was stirred and refluxed for 1 hour and thereafter cooled to room temperature, filtered and evaporated. The residue was dissolved in ether and extracted with water. The organic layer was separated and dried (Na2SO4). Evaporation of the solvent afforded 16.0 g (93%) of 3-allyloxy-4-bromoanisol as an oil. GC/MS (HP-5970A) m/e=244 (40) M+ and M+ -1 at m/e=242 (40), 163 (100), 149 (97), 135 (62).

후처리

  1. temperaturerefluxed for 1 hour
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe residue was dissolved in ether
  5. extractionextracted with water
  6. customThe organic layer was separated
  7. dry with materialdried (Na2SO4)
  8. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-b51aa913910342a8b842f3b306dd0416
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05306830

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