Hydroquinone → 4-(Allyloxy)phenol

HRID 1532150

反応式

HRID 1532150 の反応式
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].C(=O)([O-])[O-].[K+].[K+].[CH2:15](Br)[CH:16]=[CH2:17]>CN(C=O)C>[CH2:17]([O:2][C:1]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[CH:16]=[CH2:15]

参加物

5

反応物 3

HCID 785HydroquinoneHCID 7841Allyl bromideHCID 11430Potassium Carbonate

生成物 1

HCID 17138834-(Allyloxy)phenol

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of hydroquinone (33.00 g, 0.30 mol) and potassium carbonate (45.6 g, 0.33 mol) in dry DMF (250 mL) was stirred at 40° C. for 30 minutes. Allyl bromide (5.20 mL, 0.06 mol) was added and the reaction was stirred overnight. The reaction mixture was partitioned between ethyl acetate and 0.2N HCl. The organic layer was washed twice with water, then dried over sodium sulfate. The organic layer was filtered and evaporated to an oil which was chromatographed over silica gel with hexane/ethyl acetate (4:1) to afford 4-allyloxyphenol.

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and 0.2N HCl
  2. washThe organic layer was washed twice with water
  3. dry with materialdried over sodium sulfate
  4. filtrationThe organic layer was filtered
  5. customevaporated to an oil which
  6. customwas chromatographed over silica gel with hexane/ethyl acetate (4:1)

出典と根拠

ORDレコード
ord-4f4020f7eacf4baf89bfdd4d3ab687cc
出典データセット
uspto-grants-2001_03
特許番号
US06200998B1

関連ノート

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