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

HRID 1836929노트

반응식

HRID 1836929 반응식
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

참가 물질

5

반응물 3

HCID 807IodineHCID 5462224MagnesiumHCID 120405694-Bromo1-(methyldiisopropyloxysilyl)benzene2회

생성물 1

HCID 120405754-Iodo-1-(methyldiisopropyloxysilyl)benzene수율 84%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-4fa1edfa5aff4892a6f8d1fc41fa868c
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780471B2

반응 노트

불러오는 중…