Iodine → 4-Iodo-1-(methyldiisopropyloxysilyl)benzene

HRID 1836929ノート

反応式

HRID 1836929 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([Si:8]([CH3:17])([O:13][CH:14]([CH3:16])[CH3:15])[O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1.[Mg].[I:19]I>C1COCC1>[I:19][C:2]1[CH:7]=[CH:6][C:5]([Si:8]([CH3:17])([O:13][CH:14]([CH3:16])[CH3:15])[O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 807IodineHCID 5462224MagnesiumHCID 120405694-Bromo1-(methyldiisopropyloxysilyl)benzene2 回

生成物 1

HCID 120405754-Iodo-1-(methyldiisopropyloxysilyl)benzene収率 84%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A solution of 4-bromo-1-(methyldiisopropyloxysilyl)benzene (13.35 g, 42.1 mmol) in THF (85 ml) was added slowly dropwise at 0° C. to a suspension of magnesium chips (1.53 g, 63.1 mmol) in THF (10 ml). After one hour, the Grignard reagent of 4-bromo-1-(methyldiisopropyloxysilyl)benzene was added dropwise at 0° C. to iodine (13.87 g, 54 mmol) dissolved in 50 ml of dry THF. After stirring during four hours, the solvent was pumped off and the residue was extracted with dry pentane (200 ml) and filtered. The yellow solution was concentrated to afford 4-iodo-1-(methyldiisopropyloxysilyl)benzene as a yellow oil of in 84% yield. 1H NMR (CDCl3, δ, ppm) 7.76 (2H, d); 7.42 (2H, d); 4.21 (2H, heptuplet); 1.23 (12H, t); 0.37 (3H, s).

後処理

  1. extractionthe residue was extracted with dry pentane (200 ml)
  2. filtrationfiltered
  3. concentrationThe yellow solution was concentrated

出典と根拠

ORDレコード
ord-4fa1edfa5aff4892a6f8d1fc41fa868c
出典データセット
uspto-grants-2004_08
特許番号
US06780471B2

反応ノート

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