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

HRID 2413821

Reaktionsgleichung

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

Komponenten

Reaktionsbedingungen

Temperatur: -78 °C

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag: ord-d765ba0c3e584a63bba42c489a0ab6ff
Quelldatensatz: uspto-grants-1988_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04719258

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