Acetone → 4-Allyloxybiphenyl

HRID 459175ノート

反応式

HRID 459175 の反応式
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].[CH3:20][C:21]([CH3:23])=O>>[CH2:23]([O:13][C:10]1[CH:9]=[CH:8][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:12][CH:11]=1)[CH:21]=[CH2:20]

参加物

4

反応物 3

HCID 180AcetoneHCID 71034-HydroxybiphenylHCID 11430Potassium Carbonate

生成物 1

HCID 2579864-Allyloxybiphenyl

反応条件

温度
55 °C

実験手順

To a solution of 4-phenylphenol (1 eq) in acetone, K2CO3 (2 eq) and alkyl bromide (1.2 eq) were added and the mixture reaction was stirred at 55° C. overnight. Quenched with water and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated to give 4-allyloxybiphenyl. This crude product was dissolved in Me2NPh and heated to reflux for 6 hours and then stirred at room temperature over 3 days. Refluxed again for 8 hours and then poured into and ice-cold HCl 1M solution, extracted with ethyl acetate and washed with water. Dried and concentrated to give a crude product which was purified by chromatography to give the title product.

後処理

  1. customthe mixture reaction
  2. customQuenched with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-878d0cf0f3354885bd4f201d046954ab
出典データセット
uspto-grants-2007_03
特許番号
US07192982B2

反応ノート

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