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Benzyl Bromide → 1-(2,4-Bis-benzyloxy-5-isobutyl-phenyl)-ethanone

HRID 646512
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HRID 646512 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([CH2:9][CH:10]([CH3:12])[CH3:11])=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CN(C=O)C>[CH2:22]([O:1][C:2]1[CH:7]=[C:6]([O:8][CH2:13][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=2)[C:5]([CH2:9][CH:10]([CH3:11])[CH3:12])=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
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참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 592647801-(2,4-Dihydroxy-5-isobutyl-phenyl)-ethanone

생성물 1

HCID 247746071-(2,4-Bis-benzyloxy-5-isobutyl-phenyl)-ethanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
150 °C

실험 절차

1-(2,4-Dihydroxy-5-isobutyl-phenyl)-ethanone (1 eq) was dissolved in DMF and potassium carbonate (4.4 eq) then benzyl bromide (4.4 eq) was added. The suspension was heated, with stirring to 150° C., under nitrogen, for 16 hrs. The solution was cooled to room temperature, filtered and concentrated to dryness. This solid was purified column chromatography (silica, hexanes:ethyl aceate 4:1) then re-crystallised from ethyl acetate:hexanes to give 1-(2,4-Bis-benzyloxy-5-isobutyl-phenyl)-ethanone as colourless crystals.

후처리

  1. temperatureThe suspension was heated
  2. temperatureThe solution was cooled to room temperature
  3. filtrationfiltered
  4. concentrationconcentrated to dryness
  5. customThis solid was purified column chromatography (silica, hexanes:ethyl aceate 4:1)
  6. customthen re-crystallised from ethyl acetate

출처 및 근거

ORD 기록
ord-cdb62e05719b4123b74678a06c368a60
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07705027B2

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