bromomethyl-chloro-dimethylsilane

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of n-butyllithium (2.5M, 53 mL, 0.133 mole) was added dropwise over 30 minutes under argon to a solution of 1,4-dibromobenzene (30.0 g, 0.127 mole) in dry THF (575 mL) at -78° C. After stirring for 1.5 h, bromomethylchlorodimethylsilane (25.0 g, 0.133 mole) was added to the reaction mixture through a canula and the solution was stirred for 1.5 h at -78° C. The reaction was poured into water (325 mL) and extracted with ether. The combined extracts were washed with water and brine, and then dried (Na2SO4) and concentrated in vacuo to an oil. The oil was distilled (Kugelrohr, 110°-125° C., 0.05 mm Hg) to afford the compound as a clear, colorless oil (22.6 g, 58%). 1H NMR (400 MHz, CDCl3) 7.45 (dd, 4H), 2.60 (s, 2H), 0.45 (s, 6H). the solution was stirred for 1.5 h at -78° C extracted with ether The combined extracts were washed with water and brine dried (Na2SO4) concentrated in vacuo to an oil The oil was distilled (Kugelrohr, 110°-125° C., 0.05 mm Hg)

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:-65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of tert-butyl 4-[3-bromo-5-(trifluoromethyl)-phenyl]-1-piperazine carboxylate (75 g, 183 mmoles) in diethyl ether, previously dried on molecular sieves, (1000 ml) was cooled to −65° C. and a 1.7M solution of tert-butyl lithium (215,6 ml, 366 mmoles) was added. After 30 minutes stirring bromomethyl-dimethyl-chlorosilane (49.9 ml, 366 mmoles) was added dropwise. After 2 hours stirring at −65° C., the reaction mixture was left at room temperature overnight. Water (600 ml) was added and the organic layer was washed with water, dried on MgSO4, filtered and evaporated. was added dropwise the reaction mixture was left at room temperature overnight the organic layer was washed with water dried on MgSO4 filtered evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a stirred solution of 10.00 g (53.32 mmol) of (bromomethyl)chlorodimethylsilane in 200 ml, of diethylether a solution of 7.80 g (106.64 mmol) of t-butyl amine in 10 mL of ether was added. A white solid deposited instantaneously. The reaction mixture was stirred overnight, filtered through a medium frit and the solvent was removed under reduced pressure to give 11.06 g of colorless liquid. Yield 93 percent. filtered through a medium frit the solvent was removed under reduced pressure

反応条件: temp:-65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of tert-butyl 4-[3-bromo-5-(trifluoromethyl)-phenyl]-1-piperazine carboxylate (75 g, 183 mmoles) in diethyl ether, previously dried on molecular sieves, (1000 ml) was cooled to −65° C. and a 1.7M solution of tert-butyl lithium (215.6 ml, 366 mmoles) was added. After 30 minutes stirring bromomethyl-dimethyl-chlorosilane (49.9 ml, 366 mmoles) was added dropwise. After 2 hours stirring at −65° C., the reaction mixture was left at room temperature overnight. Water (600 ml) was added and the organic layer was washed with water, dried on MgSO4, filtered and evaporated. was added dropwise the reaction mixture was left at room temperature overnight the organic layer was washed with water dried on MgSO4 filtered evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of n-butyllithium (2.5M, 53 mL, 0.133 mole) was added dropwise over 30 minutes under argon to a solution of 1,4-dibromobenzene (30.0 g, 0.127 mole) in dry THF (575 mL) at -78° C. After stirring for 1.5 h, bromomethylchlorodimethylsilane (25.0 g, 0.133 mole) was added to the reaction mixture through a canula and the solution was stirred for 1.5 h at -78° C. The reaction was poured into water (325 mL) and extracted with ether. The combined extracts were washed with water and brine, and then dried (Na2SO4) and concentrated in vacuo to an oil. The oil was distilled (Kugelrohr, 110°-125° C., 0.05 mm Hg) to afford the compound as a clear, colorless oil (22.6 g, 58%). 1H NMR (400 MHz, CDCl3) 7.45 (dd, 4H), 2.60 (s, 2H), 0.45 (s, 6H). the solution was stirred for 1.5 h at -78° C extracted with ether The combined extracts were washed with water and brine dried (Na2SO4) concentrated in vacuo to an oil The oil was distilled (Kugelrohr, 110°-125° C., 0.05 mm Hg)