methyl 8-anilino-8-oxooctanoate

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

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Suberanilic acid (Compound 3, 249.3 g, 1.0 mole) and methanol (0.4-0.5 L) are combined and heated to 45-55° C. The pH is adjusted to ≦2 using hydrochloric acid, and the batch temperature is maintained at 45-55° C. until the reaction is complete. The reaction is quenched with deionized water (0.1-0.2 L). The batch is cooled to 25-30° C. and seeded to induce crystallization, and then cooled to 0-10° C. The batch is filtered, and the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C. The wet cake is dried at a maximum of 46° C. under vacuum to yield methyl suberanilate. the batch temperature is maintained at 45-55° C. until the reaction The reaction is quenched with deionized water (0.1-0.2 L) The batch is cooled to 25-30° C. crystallization cooled to 0-10° C The batch is filtered the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C The wet cake is dried at a maximum of 46° C. under vacuum

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Suberanilic acid (Compound 3, 249.3 g, 1.0 mole) and methanol (0.4-0.5 L) are combined and heated to 45-55° C. The pH is adjusted to ≦2 using hydrochloric acid, and the batch temperature is maintained at 45-55° C. until the reaction is complete. The reaction is quenched with deionized water (0.1-0.2 L). The batch is cooled to 25-30° C. and seeded to induce crystallization, and then cooled to 0-10° C. The batch is filtered, and the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C. The wet cake is dried at a maximum of 46° C. under vacuum to yield methyl suberanilate. the batch temperature is maintained at 45-55° C. until the reaction The reaction is quenched with deionized water (0.1-0.2 L) The batch is cooled to 25-30° C. crystallization cooled to 0-10° C The batch is filtered the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C The wet cake is dried at a maximum of 46° C. under vacuum

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Suberanilic acid (Compound 3, 249.3 g, 1.0 mole) and methanol (0.4-0.5 L) are combined and heated to 45-55° C. The pH is adjusted to ≦2 using hydrochloric acid, and the batch temperature is maintained at 45-55° C. until the reaction is complete. The reaction is quenched with deionized water (0.1-0.2 L). The batch is cooled to 25-30° C. and seeded to induce crystallization, and then cooled to 0-10° C. The batch is filtered, and the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C. The wet cake is dried at a maximum of 46° C. under vacuum to yield methyl suberanilate. the batch temperature is maintained at 45-55° C. until the reaction The reaction is quenched with deionized water (0.1-0.2 L) The batch is cooled to 25-30° C. crystallization cooled to 0-10° C The batch is filtered the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C The wet cake is dried at a maximum of 46° C. under vacuum

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Suberanilic acid (Compound 3, 249.3 g, 1.0 mole) and methanol (0.4-0.5 L) are combined and heated to 45-55° C. The pH is adjusted to 2 using hydrochloric acid, and the batch temperature is maintained at 45-55° C. until the reaction is complete. The reaction is quenched with deionized water (0.1-0.2 L). The batch is cooled to 25-30° C. and seeded to induce crystallization, and then cooled to 0-10° C. The batch is filtered, and the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C. The wet cake is dried at a maximum of 46° C. under vacuum to yield methyl suberanilate. the batch temperature is maintained at 45-55° C. until the reaction The reaction is quenched with deionized water (0.1-0.2 L) The batch is cooled to 25-30° C. crystallization cooled to 0-10° C The batch is filtered the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C The wet cake is dried at a maximum of 46° C. under vacuum

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Suberanilic acid (Compound 3, 249.3 g, 1.0 mole) and methanol (0.4-0.5 L) are combined and heated to 45-55° C. The pH is adjusted to ≦2 using hydrochloric acid, and the batch temperature is maintained at 45-55° C. until the reaction is complete. The reaction is quenched with deionized water (0.1-0.2 L). The batch is cooled to 25-30° C. and seeded to induce crystallization, and then cooled to 0-10° C. The batch is filtered, and the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C. The wet cake is dried at a maximum of 46° C. under vacuum to yield methyl suberanilate. the batch temperature is maintained at 45-55° C. until the reaction The reaction is quenched with deionized water (0.1-0.2 L) The batch is cooled to 25-30° C. crystallization cooled to 0-10° C The batch is filtered the cake washed with a 50:50 (v/v) methanol/water solution (0.28-0.34 L) at 0-10° C The wet cake is dried at a maximum of 46° C. under vacuum