N-benzyl-2-(2-methoxyphenoxy)ethanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 35.0 g of benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amine (136 mmol) were dissolved in 225 ml ethanol. To the stirred solution 30.1 g of 4-oxiranylmethoxy-9H-carbazole (126 mmol) were added and the mixture was heated under reflux for 15 h. The boiling solution was treated with 3 g of activated carbon for 30 min. The activated carbon was filtered off in the heat, and washed with 20 ml ethanol. The solution was stirred for 3 h at room temperature and next 5 h at 0° C. The product was filtered under suction and washed twice with 10 ml cold ethanol. The substance was dried at 50° C. for 12 h the mixture was heated under reflux for 15 h The boiling solution was treated with 3 g of activated carbon for 30 min The activated carbon was filtered off in the heat washed with 20 ml ethanol The product was filtered under suction washed twice with 10 ml cold ethanol The substance was dried at 50° C. for 12 h

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

Procedure: 7.4 g of benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amine (29 mmol) were dissolved in 47 ml ethanol. To the stirred solution 10 g of 9-benzenesulfonyl-4-oxiranylmethoxy-9H-carbazole (26 mmol) were added and the mixture was heated under reflux for 15 h. The boiling solution was treated with 1 g of activated carbon for 30 min. The activated carbon was filtered off in the heat, and washed with 20 ml ethanol. The ethanol was rotary evaporated (Tbath 40° C., 20 mbar) and the crude material purified by liquid chromatography (eluent toluene/ethyl acetate 4:1), the pure fractions were collected and rotary evaporated (40° C./15 mbar). the mixture was heated under reflux for 15 h The boiling solution was treated with 1 g of activated carbon for 30 min The activated carbon was filtered off in the heat washed with 20 ml ethanol The ethanol was rotary evaporated (Tbath 40° C., 20 mbar) the crude material purified by liquid chromatography (eluent toluene/ethyl acetate 4:1) the pure fractions were collected rotary evaporated (40° C./15 mbar)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 35.0 g of benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amine (136 mmol) were dissolved in 225 ml ethanol. To the stirred solution 30.1 g of 4-oxiranylmethoxy-9H-carbazole (126 mmol) were added and the mixture was heated under reflux for 15 h. The boiling solution was treated with 3 g of activated carbon for 30 min. The activated carbon was filtered off in the heat, and washed with 20 ml ethanol. The solution was stirred for 3 h at room temperature and next 5 h at 0° C. The product was filtered under suction and washed twice with 10 ml cold ethanol. The substance was dried at 50° C. for 12 h the mixture was heated under reflux for 15 h The boiling solution was treated with 3 g of activated carbon for 30 min The activated carbon was filtered off in the heat washed with 20 ml ethanol The product was filtered under suction washed twice with 10 ml cold ethanol The substance was dried at 50° C. for 12 h

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

Procedure: 7.4 g of benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amine (29 mmol) were dissolved in 47 ml ethanol. To the stirred solution 10 g of 9-benzenesulfonyl-4-oxiranylmethoxy-9H-carbazole (26 mmol) were added and the mixture was heated under reflux for 15 h. The boiling solution was treated with 1 g of activated carbon for 30 min. The activated carbon was filtered off in the heat, and washed with 20 ml ethanol. The ethanol was rotary evaporated (Tbath 40° C., 20 mbar) and the crude material purified by liquid chromatography (eluent toluene/ethyl acetate 4:1), the pure fractions were collected and rotary evaporated (40° C./15 mbar). the mixture was heated under reflux for 15 h The boiling solution was treated with 1 g of activated carbon for 30 min The activated carbon was filtered off in the heat washed with 20 ml ethanol The ethanol was rotary evaporated (Tbath 40° C., 20 mbar) the crude material purified by liquid chromatography (eluent toluene/ethyl acetate 4:1) the pure fractions were collected rotary evaporated (40° C./15 mbar)