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Chlorotrimethylsilane → 2,2-Bis(4-trimethylsilylphenyl)hexafluoropropane

HRID 2413821
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인쇄 미리보기

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HRID 2413821 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20](Br)=[CH:19][CH:18]=2)([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.C([Li])CCC.C(=O)=O.CC(C)=O.Cl[Si:37]([CH3:40])([CH3:39])[CH3:38]>O1CCCC1.CCCCCC>[CH3:38][Si:37]([CH3:40])([CH3:39])[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([Si:37]([CH3:40])([CH3:39])[CH3:38])=[CH:19][CH:18]=2)([C:13]([F:16])([F:15])[F:14])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 138785512,2-Bis(4-bromophenyl)hexafluoropropaneHCID 18522661Acetone cardiceHCID 178418339Butyllithium

생성물 1

HCID 138785522,2-Bis(4-trimethylsilylphenyl)hexafluoropropane

시약·촉매·용매 2

HCID 8028Tetrahydrofuran
용매
HCID 8058Hexane용매2회

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온도
-78 °C

실험 절차

To a solution of 4.62 g (0.1 mole) 2,2-bis(4-bromophenyl)hexafluoropropane in 75 ml of anhydrous tetrahydrofuran was added dropwise 28 ml (0.4 moles) of a 1.4 molar solution of n-butyllithium in hexane while the reaction mixture was cooled in a dry ice-acetone slush. The reaction mixture was stirred for one half hour at -78° C. A dropwise addition of chlorotrimethylsilane (5 ml, 0.04 moles) was then made to the reaction mixture at -78° C. The stirring slurry was allowed to come to ambient temperature over 16 hours. To the reaction mixture was added 100 ml hexane. The organic layer was washed with 2×150 ml saturated sodium chloride solution and 2×150 ml water. The organic layer was dried, filtered, and concentrated to yield the white crystalline product 2,2-bis(4-trimethylsilylphenyl)hexafluoropropane.

후처리

  1. customwas then made to the reaction mixture at -78° C
  2. washThe organic layer was washed with 2×150 ml saturated sodium chloride solution and 2×150 ml water
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d765ba0c3e584a63bba42c489a0ab6ff
출처 데이터셋
uspto-grants-1988_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04719258

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