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Benzyl Bromide → HCID 18414640、化合物

HRID 991587
ノート
印刷プレビュー

反応式

HRID 991587 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH2:9][CH2:10][CH3:11])[CH:3]=1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([CH2:9][CH2:10][CH3:11])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 221345104-Bromo-2-propylphenol

生成物 1

HCID 18414640HCID 18414640、化合物収率 69.7%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a 100 ml acetone solution of 4-bromo-2-propylphenol 5.4 g (25.1 mol) and benzyl bromide 5.6 g (32.7 mmol) was added potassium carbonate 5.2 g (37.6 mmol). Resulting suspension was stirred under reflux temperature for overnight. Acetone was removed under reduced pressure, diluted with ethyl acetate and water. Organic phase was separated. Aqueous phase was extracted with ethyl acetate twice. The combined organic phases were dried over anhydrous sodium sulfate, filtered, concentrated, chromatographed on silica gel (hexanes: t-butyl methyl ether) to give 6.96 g of benzyl 4-bromo-2-propylphenyl ether as colorless oil.

後処理

  1. customResulting suspension
  2. temperatureunder reflux temperature for overnight
  3. customAcetone was removed under reduced pressure
  4. additiondiluted with ethyl acetate and water
  5. customOrganic phase was separated
  6. extractionAqueous phase was extracted with ethyl acetate twice
  7. dry with materialThe combined organic phases were dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customchromatographed on silica gel (hexanes: t-butyl methyl ether)

出典と根拠

ORDレコード
ord-823dea59bfe942c895ccd52a42cd59a8
出典データセット
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06465497B2

反応ノート

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