methyl 4-(piperazin-1-ylmethyl)benzoate

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

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

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

Procedure: To a solution of 15.3 g. (50 mmole) methyl 4-(piperazin-1-ylmethyl)-benzoate and 175 ml. anhydrous pyridine, there is added dropwise, at 0°-5° C., 8.7 g. (50 mmole) 4-chlorobenzoyl chloride and the reaction mixture kept for a further hour at 0° to 5° C., then overnight at 20° C. The reaction mixture is stirred into ice water and the precipitated product is filtered off with suction, washed with water and dried to give 18.5 g. (quantitative) of the desired product; m.p. 134°-135° C. overnight at 20° C the precipitated product is filtered off with suction washed with water dried to give 18.5 g

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

Procedure: This is prepared analogously to Example 11 from methyl 4-(piperazin-1-ylmethyl)-benzoate and propylene oxide. Yield 63% of theory; m.p. 63°-64° C.

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

Procedure: This is prepared analogously to Example 11 from methyl 4-(piperazin-1-ylmethyl)-benzoate and propylene oxide. Yield 63% of theory; m.p. 63°-64° C.

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

Procedure: A mixtue of 38 g. (0.2 mole) piperazine hexahydrate, 28 g. (0.2 mole) piperazine dihydrochloride and 150 ml. methanol is mixed, while stirring at ambient temperature, with 45 g. (0.2 mole) methyl 4-bromomethylbenzoate. The reaction mixture is left to stand for 2 days and suction filtered from the precipitate. The clear solution is evaporated and the residue is recrystallised from ethanol to give 39 g. (64%) of the desired compound as a monohydrochloride; m.p. 226°-227° C. The reaction mixture is left suction filtered from the precipitate The clear solution is evaporated the residue is recrystallised from ethanol to give 39 g

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

Procedure: A mixtue of 38 g. (0.2 mole) piperazine hexahydrate, 28 g. (0.2 mole) piperazine dihydrochloride and 150 ml. methanol is mixed, while stirring at ambient temperature, with 45 g. (0.2 mole) methyl 4-bromomethylbenzoate. The reaction mixture is left to stand for 2 days and suction filtered from the precipitate. The clear solution is evaporated and the residue is recrystallised from ethanol to give 39 g. (64%) of the desired compound as a monohydrochloride; m.p. 226°-227° C. The reaction mixture is left suction filtered from the precipitate The clear solution is evaporated the residue is recrystallised from ethanol to give 39 g