tert-butyl N-[(2-methoxyphenyl)methyl]carbamate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: t-Butyl N-(2-methoxybenzyl)carbamate (6.04 g) was dissolved in 50 ml of acetonitrile, and 4.6 g of N-bromosuccinimide was added thereto. The mixture was stirred at room temperature for 3 hours, and then the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with a mixed solvent of t-butyl methyl ether and hexane, to give 6.97 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with water and brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated The residue was washed with a mixed solvent of t-butyl methyl ether and hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: t-Butyl N-(2-methoxybenzyl)carbamate (6.04 g) was dissolved in 50 ml of acetonitrile, and 4.6 g of N-bromosuccinimide was added thereto. The mixture was stirred at room temperature for 3 hours, and then the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with a mixed solvent of t-butyl methyl ether and hexane, to give 6.97 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with water and brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated The residue was washed with a mixed solvent of t-butyl methyl ether and hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Methoxybenzylamine (13.0 g) was dissolved in 80 ml of tetrahydrofuran, and then a solution of 16 g of t-butyl dicarbonate in tetrahydrofuran (20 ml) was added thereto. The mixture was stirred at room temperature for 1 hour, and then the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with 1N hydrochloric acid and brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated to give 19.0 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with 1N hydrochloric acid and brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Methoxybenzylamine (13.0 g) was dissolved in 80 ml of tetrahydrofuran, and then a solution of 16 g of t-butyl dicarbonate in tetrahydrofuran (20 ml) was added thereto. The mixture was stirred at room temperature for 1 hour, and then the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with 1N hydrochloric acid and brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated to give 19.0 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with 1N hydrochloric acid and brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Methoxybenzylamine (13.0 g) was dissolved in 80 ml of tetrahydrofuran, and then a solution of 16 g of t-butyl dicarbonate in tetrahydrofuran (20 ml) was added thereto. The mixture was stirred at room temperature for 1 hour, and then the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with 1N hydrochloric acid and brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated to give 19.0 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with 1N hydrochloric acid and brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.04 g of t-Butyl N-(2-methoxybenzyl)carbamate was dissolved in 50 ml of acetonitrile, and 4.6 g of N-bromosuccinimide was added. After stirring was continued at room temperature for 3 hours, the solvent was evaporated. The residue was dissolved in ethyl acetate, and washed successively with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with a mixed solution of methyl t-butyl ether and hexane, to give 6.97 g of the title compound. the solvent was evaporated The residue was dissolved in ethyl acetate washed successively with water and saturated brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated The residue was washed with a mixed solution of methyl t-butyl ether and hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.04 g of tertiary butyl N-(2-methoxybenzyl)carbamate was dissolved in 50 ml acetonitrile, followed by adding 4.6 g of N-bromosuccinimide thereto. After stirring at room temperature for 3 hours, the solvent was evaporated. The residue was dissolved in ethyl acetate and successively-washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evapoarated. The residue was washed with a mixture of methyl tertiary butyl methyl ether and hexane, to give 6.97 g of tertiary butyl N-(5-bromo-2-methoxybenzyl)carbamate. the solvent was evaporated The residue was dissolved in ethyl acetate successively-washed with water and brine The organic layer was dried over anhydrous magnesium sulfate The residue was washed with a mixture of methyl tertiary butyl methyl ether and hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.0 g of 2-methoxybenzylamine was dissolved in 80 ml tetrahydrofuran, and a solution of 16 g tertiary butyl dicarbonate in tetrahydrofuran (20 ml) was added. After the mixture was stirred at room temperature for 1 hour, the solvent was evaporated. The residue was dissolved in ethyl acetate and successively washed with 1N hydrochloricacid and brine. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, to give 19.0 g of tertiary butyl N-(2-methoxybenzyl)carbamate was obtained. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with 1N hydrochloricacid and brine After the organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6.04 g of t-butyl N-(2-methoxybenzyl)carbamate was dissolved in 50 ml of acetonitrile, and 4.6 g of N-bromosuccinimide was added. After stirring for 3 hours at room temperature, the solvent was evaporated. The residue was dissolved in ethyl acetate, and successively washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with mixture solution of methyl t-butylmethyl ether and hexane, to give 6.97 g of t-butyl N-(5-bromo-2-methoxybenzyl)carbamate. the solvent was evaporated The residue was dissolved in ethyl acetate successively washed with water and saturated brine The organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated The residue was washed with mixture solution of methyl t-butylmethyl ether and hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 13.0 g of 2-methoxybenzylamine was dissolved in 80 ml of tetrahydrofuran, and tetrahydrofuran solution (20 ml) containing 16 g of t-butyldicarbonate was added, followed by stirring for 1 hour at room temperature. The solvent was evaporated, and the residue was dissolved in ethyl acetate and successively washed with 1 N hydrochloric acid and saturated brine. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, to give 19.0 g of t-butyl N-(2-methoxybenzyl)carbamate. was added The solvent was evaporated the residue was dissolved in ethyl acetate successively washed with 1 N hydrochloric acid and saturated brine After the organic layer was dried over anhydrous magnesium sulfate the solvent was evaporated