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Iodine → [(S)-2-methylbutyl]phenyldichlorosilane

HRID 726828
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HRID 726828 반응식
[Mg].II.Br[CH2:5][C@@H:6]([CH3:9])[CH2:7][CH3:8].[C:10]1([Si:16](Cl)([Cl:18])[Cl:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O1CCCC1.CCCCCC>[CH3:9][C@@H:6]([CH2:7][CH3:8])[CH2:5][Si:16]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([Cl:18])[Cl:17]
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참가 물질

7

반응물 4

HCID 807IodineHCID 7372PhenyltrichlorosilaneHCID 5462224MagnesiumHCID 54641671-Bromo-2-methylbutane, (+)-

생성물 1

HCID 67606162[(S)-2-methylbutyl]phenyldichlorosilane

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회
HCID 8058
Hexane
용매

실험 절차

Anhydrous tetrahydrofuran (125 mL) was put into a reactor with magnesium (5.7 g, 0.24 mol) and molecular sieves 4A which had been dehydrated and deaerated, followed by charging of argon gas. A small amount of iodine was slowly added to the mixture. (S)-(+)-1-bromo-2-methylbutane (30 g, 0.20 mol) was added dropwise to the slowly stirred mixture so that the reaction mixture was gradually refluxed. After the reaction was complete, the obtained Grignard reagent was transferred to a dropping funnel. The Grignard reagent was added dropwise to a solution being stirred containing phenyltrichlorosilane (50 g, 0.24 mol) in anhydrous tetrahydrofuran (50 mL) in another reactor which had been dehydrated and deaerated, followed by charging of argon gas, at 40° C.-50° C. The reaction mixture was then stirred overnight at room temperature. Hexane (500 mL) was added to the reaction mixture, and the resulting mixture was filtered under pressure, followed by fractional distillation of the filtrate to provide the desired product.

후처리

  1. temperaturewas gradually refluxed
  2. customby charging of argon gas, at 40° C.-50° C
  3. stirringThe reaction mixture was then stirred overnight at room temperature
  4. filtrationthe resulting mixture was filtered under pressure
  5. distillationfollowed by fractional distillation of the filtrate

출처 및 근거

ORD 기록
ord-68b0b1270932435b9b009a92f1bad50d
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05710301

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