thietane 1-oxide

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g

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

Procedure: 3-{5-[[(Carboxymethoxy)acetyl](methyl)amino]-2,3,3-trimethyl-3H-indolium-1-yl}propane-1-sulfonate (22) and 3-{6-[[(Carboxymethoxy) acetyl](methyl)amino]-2-methyl-1,3-benzothiazol-3-ium-3-yl}propane-1-sulfonate (23). To a solution of acid (21 or 22, 1.00 mmol) in 25 mL of dry acetonitrile was added propane sulfone (10 mmol). This mixture was stirred under reflux for 48 h. After cooling the hygroscopic salt was filtered, washed with acetone, and immediately used in the next step. under reflux for 48 h After cooling the hygroscopic salt was filtered washed with acetone

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g

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

Procedure: 3-{5-[[(Carboxymethoxy)acetyl](methyl)amino]-2,3,3-trimethyl-3H-indolium-1-yl}propane-1-sulfonate (22) and 3-{6-[[(Carboxymethoxy) acetyl](methyl)amino]-2-methyl-1,3-benzothiazol-3-ium-3-yl}propane-1-sulfonate (23). To a solution of acid (21 or 22, 1.00 mmol) in 25 mL of dry acetonitrile was added propane sulfone (10 mmol). This mixture was stirred under reflux for 48 h. After cooling the hygroscopic salt was filtered, washed with acetone, and immediately used in the next step. under reflux for 48 h After cooling the hygroscopic salt was filtered washed with acetone

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g

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

Procedure: Sodium 3-(4-carbomethoxyphenoxy)propanesulfonate is prepared by adding sodium methoxide (54 grams) to 4-carbomethoxyphenol (152 grams) dissolved in 600 ml. of methanol followed by addition of propane sulfone (122 grams). After 2 hours of reflux, the crystals formed are filtered (186 grams) and added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml. of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate. To remove this phosphonium salt from water, 70-ml. of chloroform is shaken with 70-ml. of the water solution and then separated from the water. This chloroform layer is then combined with the chloroform layer from a repeat of this procedure with 100-ml. of chloroform and a 100-ml. portion of the water solution. Evaporation of the combined chloroform extracts yields 98 g. of Salt E. dissolved in 600 ml After 2 hours of reflux the crystals formed are filtered (186 grams) added to tetra-n-butylphosphonium chloride (185 grams) in 400 ml of water at 40° C. to prepare tetra-n-butylphosphonium 3-(4-carbomethoxyphenoxy)propanesulfonate To remove this phosphonium salt from water, 70-ml of the water solution and then separated from the water Evaporation of the combined chloroform extracts yields 98 g