Iodine → bis(4-Fluorophenyl)methyl(5-iodo-1H-1,2,4-triazol-1-ylmethyl)silane

HRID 568773

反応式

HRID 568773 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([Si:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH3:15])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.C([Li])CCC.[I:28]I>C1COCC1.CCCCCC>[F:1][C:2]1[CH:3]=[CH:4][C:5]([Si:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([CH3:15])[CH2:9][N:10]2[C:14]([I:28])=[N:13][CH:12]=[N:11]2)=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 807IodineHCID 73675FlusilazoleHCID 178418339Butyllithium

生成物 1

HCID 14154944bis(4-Fluorophenyl)methyl(5-iodo-1H-1,2,4-triazol-1-ylmethyl)silane収率 18.8%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

A solution of 3.14 g (0.010 mol) of bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane in 15 ml of THF was lithiated as described in Example 1, using 7.1 ml (0.011 mol) of 1.55M n-butyllithium in hexane. To this solution was added 1.4 g (0.011 mol) of iodine. The reaction mixture was allowed to warm to 0°, stirred 3 hours, poured into 1:1 ether/hexanes, washed with 7% aqueous NaHCO3 and brine, dried over Na2SO4, filtered and evaporated. The crude product was flash chromatographed (5% ether/methylene chloride) to give 0.83 g of the title compound as a white solid: m.p. 102°-104°; nmr (CDCl3) δ 0.7 (3H, s), 4.2 (2H, s), 7.1 (4H, m), 7.5 (4H, m), 7.8 (1H, s).

後処理

  1. temperatureto warm to 0°
  2. washwashed with 7% aqueous NaHCO3 and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customchromatographed (5% ether/methylene chloride)

出典と根拠

ORDレコード
ord-7275c89fbcc84c8081509a78ed85e49b
出典データセット
uspto-grants-1988_03
特許番号
US04729986

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