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

HRID 1891183
ノート
印刷プレビュー

反応式

HRID 1891183 の反応式
[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
参加物反応条件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 592647801-(2,4-Dihydroxy-5-isobutyl-phenyl)-ethanone

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

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 acetate 4:1) then re-crystallised from ethyl acetate:hexanes to give 1-(2,4-Bis-benzyloxy-5-isobutyl-phenyl)-ethanone as colourless crystals.

後処理

  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 acetate 4:1)
  6. customthen re-crystallised from ethyl acetate

出典と根拠

ORDレコード
ord-87af5240e9864151b6a048ff48d811e8
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507480B2

反応ノート

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