Diethyl Ether → (Benzylamino)dimethyl(tetramethylcyclopenta-dienyl)silane

Reaktionsgleichung

Cl[Si:2]([CH3:13])([CH3:12])[C:3]1(C)[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[C:4]1[CH3:10].[CH2:14]([NH-:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Li+].[CH3:23]COCC>>[CH2:14]([NH:21][Si:2]([CH3:12])([CH3:13])[C:3]1[CH:4]([CH3:10])[C:5]([CH3:9])=[C:6]([CH3:8])[C:7]=1[CH3:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

Edukt 3

HCID 3283Diethyl Ether

HCID 10931395Lithium benzylamide

HCID 131720376(Tetramethylcyclopentadienyl)dimethylchlorosilane

Produkt 1

HCID 22494460(Benzylamino)dimethyl(tetramethylcyclopenta-dienyl)silane

Versuchsvorschrift

To a solution of 1.000 g (4.651 mmol) (chloro)(dimethyl)(tetramethylcyclopentadienyl)silane in 70 mL ether was slowly added 0.526 g (4.651 mmol) lithium benzylamide. The reaction mixture was stirred overnight, then the solvent was removed, the residue was extracted with pentane and filtered. The pentane was removed under reduced pressure to give the product as a pale yellow oil. The yield was 1.234 g (93.3%). Mass spec. m/e 285 (18%). 1H NMR (C6D6) δ 7.0-7.24 (m, 5H), 3.71 (d, 2H), 2.73 (br s, 1H), 1.88 (s, 6H), 1.76 (s, 6H), 0.43 (br t, 1H), −0.07 (s, 6H). 13C NMR (C6D6) δ 144.5, 135.7, 132.0, 128.5, 127.3, 126.7, 56.7, 46.4, 14.6, 11.4, −2.3.