Reacción #1345135

Ecuación de reacción

Compound 3a

2-(2-{4-[2-(4-Methylamino-phenyl)-vinyl]-phenoxy}-ethoxy)-ethanol

TBDMSCl

imidazole

→

7a

Rendimiento 93.5%

{4-[2-(4-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethoxy]-ethoxy}-phenyl)-vinyl]-phenyl}-methyl-amine

Rendimiento 93.5%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter standard workup with dichloromethane, the residue was purified by silica gel column chromatography (1.5% methanol in dichloromethane)

Procedimiento

Compound 3a (45 mg, 0.14 mmol) and TBDMSCl (33 mg, 0.22 mmol) were dissolved in dichloromethane (10 ml) followed by imidazole (20 mg, 0.29 mmol). The solution was stirred at room temperature for 2 hours. After standard workup with dichloromethane, the residue was purified by silica gel column chromatography (1.5% methanol in dichloromethane) to afford 7a (56 mg, 91%): 1H NMR δ 7.40 (m, 4H), 6.90 (m, 4H), 6.75 (d, 2H, J=7.9 Hz), 4.15 (t, 2H), 3.88 (t, 2H), 3.82 (t, 2H), 3.66 (t, 2H), 2.85 (s, 3H), 0.92 (s, 9H), 0.09 (s, 6H).

Fuente