1,4-Dibromobenzene → 4-Bromo1-(methyldiisopropyloxysilyl)benzene

HRID 1836928ノート

反応式

HRID 1836928 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Mg]Br)=[CH:4][CH:3]=1.Cl[CH2:11][SiH:12]([O:17][CH:18]([CH3:20])[CH3:19])[O:13][CH:14]([CH3:16])[CH3:15].BrC1C=CC(Br)=CC=1>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Si:12]([CH3:11])([O:17][CH:18]([CH3:20])[CH3:19])[O:13][CH:14]([CH3:16])[CH3:15])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 78041,4-DibromobenzeneHCID 123979138ChloromethyldiisopropyloxysilaneHCID 178419617HCID 178419617、化合物

生成物 1

HCID 120405694-Bromo1-(methyldiisopropyloxysilyl)benzene収率 33%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4-bromophenyl magnesium bromide (7.82 g, 50 mmol) in THF (100 ml) was added at 0° C. to a solution of chloromethyldiisopropyloxysilane (10 g, 48 mmol). The mixture was stirred at room temperature for 24 hours. After evaporation of the solvent, the yellow solid was extracted by 200 ml of dry pentane and filtered. The solvent was then pumped off to afford a yellow oil. Residual 1,4-dibromobenzene was sublimated under vacuum at 80° C. to give 4-bromo-1-(methyldiisopropyloxysilyl)benzene as a colourless oil in 33% yield (5.1 g, 16 mmol). 1H NMR (CDCl3, δ, ppm) 7.52 (4H, m); 4.22 (2H, heptuplet); 1.24 (12H, d); 0.39 (3H, s). 13C NMR (CDCl3, δ, ppm) 136.1, 134.5, 131.3, 125.1, 65.8, 26.1, −2.8. 29Si NMR (CDCl3, δ, ppm) −21.8.

後処理

  1. customAfter evaporation of the solvent
  2. extractionthe yellow solid was extracted by 200 ml of dry pentane
  3. filtrationfiltered
  4. customto afford a yellow oil
  5. customwas sublimated under vacuum at 80° C.

出典と根拠

ORDレコード
ord-1f7faa09f72c4f89bf3b147359b0fa55
出典データセット
uspto-grants-2004_08
特許番号
US06780471B2

反応ノート

読み込み中…