Water → 2-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 34031

反応式

HRID 34031 の反応式
[CH3:1][C:2]1([CH3:9])[C:6]([CH3:8])([CH3:7])[O:5][BH:4][O:3]1.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH:14]=[CH2:15].O>C1(C)C=CC=CC=1.C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Rh].[Rh]>[F:10][C:11]1[CH:12]=[C:13](/[CH:14]=[CH:15]/[B:4]2[O:5][C:6]([CH3:8])([CH3:7])[C:2]([CH3:9])([CH3:1])[O:3]2)[CH:16]=[CH:17][CH:18]=1

参加物

6

反応物 3

HCID 962WaterHCID 676913-FluorostyreneHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolane

生成物 1

HCID 597970362-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

試薬・触媒・溶媒 2

HCID 6436379Rhodium, di-mu-chlorobis((1,2,5,6-eta)-1,5-cyclooctadiene)di-触媒HCID 1140Toluene溶媒

実験手順

To a solution of 11 mg of chloro(1,5-cyclooctadiene)-rhodium(I) dimer and 0.61 mL of 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in 15 mL toluene was added dropwise 1.0 mL of 3-fluorostyrene, and stirred at room temperature for 4 hours. The reaction solution was added with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resultant crude product was purified and separated by silica gel column chromatography (diethyl ether:n-hexane=1:19), to afford 311 mg of the title compound as a pale yellow oil.

後処理

  1. dry with materialdried over anhydrous magnesium sulfate
  2. customThe solvent was evaporated
  3. customthe resultant crude product was purified
  4. customseparated by silica gel column chromatography (diethyl ether:n-hexane=1:19)

出典と根拠

ORDレコード
ord-19f3cf7530ff411ea7fc46d3b23c22cf
出典データセット
uspto-grants-2008_09
特許番号
US07429609B2

関連ノート

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