Allyl bromide → 3-Allyloxy-4-bromoanisol

HRID 1464692ノート

反応式

HRID 1464692 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 147034223-Allyloxy-4-bromoanisol収率 111%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b51aa913910342a8b842f3b306dd0416
出典データセット
uspto-grants-1994_04
特許番号
US05306830

反応ノート

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