Vinyltriethoxysilane → HCID 59747005, compound

Participants

Reaction Steps

10.2 g (40 mmol) of benzoin isopropyl ether, 9.2 ml (44 mmol) of vinyltriethoxysilane and 735 mg (0.8 mmol) of RuH2 (CO) (PPh3)3 were dissolved in 60 ml of anhydrous toluene and degassed by passing in argon for 1/2 hour. The mixture was then stirred with exclusion of light and under argon, at reflux, for 7 hours and left to stand overnight at room temperature, a further 370 mg (0.4 mmol) of RuH2 (CO) (PPh3)3 and 1 ml (5 mmol) of vinyltriethoxysilane were added, and heating at reflux was carried out for a further 6.5 hours. After the toluene had been distilled off, the mixture was chromatographed on silica gel (initially heptane/CH2Cl2 9:1, then CH2 Cl2, then CH2Cl2 /ethyl acetate, finally ethyl acetate) and purified by bulb-tube distillation. 9.8 g (55%) of a pale yellowish oil were obtained. 1H-NMR (CDCl3): 0.61-0.95 ppm (2H, mc, Et-H2); 1.21 ppm (6H, d, isopropyl-CH3, 3JH,H =6.0 Hz); 1.22 ppm (9H, t, ethoxy-CH3, 3JH,H =7.0 Hz); 2.61 ppm (2H, mc, Et-H1); 3.71 ppm (1H, hept, isopropyl-H); 3.79 ppm (6H, q, ethoxy-CH2); 5.55 ppm (1H, s, benzoin-H); 7.13-7.38 ppm (8H, m, Ph-H); 7.48 ppm (1H, dd, Ph-H6, 3JH5,H6 =7.6 Hz).

Provenance & Evidence