Hydroquinone → 4-(Allyloxy)phenol

HRID 613405

반응식

HRID 613405 반응식
[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]

참가 물질

5

반응물 3

HCID 785HydroquinoneHCID 7841Allyl bromideHCID 11430Potassium Carbonate

생성물 1

HCID 17138834-(Allyloxy)phenol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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 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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8bf6c6150ef04d398fbae183c9b71ec1
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008237

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