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

HRID 1836928노트

반응식

HRID 1836928 반응식
[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

참가 물질

5

반응물 3

HCID 78041,4-DibromobenzeneHCID 123979138ChloromethyldiisopropyloxysilaneHCID 178419617HCID 178419617, 화합물

생성물 1

HCID 120405694-Bromo1-(methyldiisopropyloxysilyl)benzene수율 33%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-1f7faa09f72c4f89bf3b147359b0fa55
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780471B2

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