bromomethanesulfonyl bromide

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

Procedure: A mixture of 1-octene (2.82 g) and bromomethanesulfonyl bromide (6.0 g) in methylene chloride (4 mL) was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (50 mL), cooled in ice and treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride. The reaction mixture was stirred for 0.25 hours and was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 5.9 g (97% yield) of oily 1-octenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours removed by filtration The reaction mixture was diluted with methylene chloride (50 mL) cooled in ice treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 7-tetradecene (3.92 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (8 mL) was irradiated at -15° C. with an ultraviolet lamp for 2 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added. The reaction mixture was heated on a steam bath for 1 hour. The reaction mixture was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 7.1 g (100% yield) of oily 7-tetradecenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -15° C. with an ultraviolet lamp for 2 hours removed by filtration The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added The reaction mixture was heated on a steam bath for 1 hour The reaction mixture was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of methylenecycloheptane (3.3 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (10 mL) was irradiated at -20° C. with an ultraviolet lamp for 1 hour. Evaporation of the solvent gave a solid which was washed with pentane. This solid (9.7 g) was dissolved in methylene chloride (150 mL), chilled in ice and treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL). The reaction mixture was stirred for 0.5 hours, washed with dilute HCl and water. The organic layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give oily bromomethanesulfonylmethylene cycloheptane (7.0 g, 96% yield) which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 1 hour Evaporation of the solvent gave a solid which was washed with pentane This solid (9.7 g) was dissolved in methylene chloride (150 mL) chilled in ice treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL) washed with dilute HCl and water The organic layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 1-octene (2.82 g) and bromomethanesulfonyl bromide (6.0 g) in methylene chloride (4 mL) was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (50 mL), cooled in ice and treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride. The reaction mixture was stirred for 0.25 hours and was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 5.9 g (97% yield) of oily 1-octenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours removed by filtration The reaction mixture was diluted with methylene chloride (50 mL) cooled in ice treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 1-octene (2.82 g) and bromomethanesulfonyl bromide (6.0 g) in methylene chloride (4 mL) was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (50 mL), cooled in ice and treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride. The reaction mixture was stirred for 0.25 hours and was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 5.9 g (97% yield) of oily 1-octenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours removed by filtration The reaction mixture was diluted with methylene chloride (50 mL) cooled in ice treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 7-tetradecene (3.92 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (8 mL) was irradiated at -15° C. with an ultraviolet lamp for 2 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added. The reaction mixture was heated on a steam bath for 1 hour. The reaction mixture was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 7.1 g (100% yield) of oily 7-tetradecenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -15° C. with an ultraviolet lamp for 2 hours removed by filtration The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added The reaction mixture was heated on a steam bath for 1 hour The reaction mixture was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of methylenecycloheptane (3.3 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (10 mL) was irradiated at -20° C. with an ultraviolet lamp for 1 hour. Evaporation of the solvent gave a solid which was washed with pentane. This solid (9.7 g) was dissolved in methylene chloride (150 mL), chilled in ice and treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL). The reaction mixture was stirred for 0.5 hours, washed with dilute HCl and water. The organic layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give oily bromomethanesulfonylmethylene cycloheptane (7.0 g, 96% yield) which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 1 hour Evaporation of the solvent gave a solid which was washed with pentane This solid (9.7 g) was dissolved in methylene chloride (150 mL) chilled in ice treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL) washed with dilute HCl and water The organic layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of methylenecycloheptane (3.3 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (10 mL) was irradiated at -20° C. with an ultraviolet lamp for 1 hour. Evaporation of the solvent gave a solid which was washed with pentane. This solid (9.7 g) was dissolved in methylene chloride (150 mL), chilled in ice and treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL). The reaction mixture was stirred for 0.5 hours, washed with dilute HCl and water. The organic layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give oily bromomethanesulfonylmethylene cycloheptane (7.0 g, 96% yield) which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 1 hour Evaporation of the solvent gave a solid which was washed with pentane This solid (9.7 g) was dissolved in methylene chloride (150 mL) chilled in ice treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL) washed with dilute HCl and water The organic layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 1-octene (2.82 g) and bromomethanesulfonyl bromide (6.0 g) in methylene chloride (4 mL) was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (50 mL), cooled in ice and treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride. The reaction mixture was stirred for 0.25 hours and was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 5.9 g (97% yield) of oily 1-octenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 0.5 hours removed by filtration The reaction mixture was diluted with methylene chloride (50 mL) cooled in ice treated with a solution of triethylamine (4.45 g) in 10 mL of methylene chloride was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of 7-tetradecene (3.92 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (8 mL) was irradiated at -15° C. with an ultraviolet lamp for 2 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added. The reaction mixture was heated on a steam bath for 1 hour. The reaction mixture was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 7.1 g (100% yield) of oily 7-tetradecenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy. was irradiated at -15° C. with an ultraviolet lamp for 2 hours removed by filtration The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added The reaction mixture was heated on a steam bath for 1 hour The reaction mixture was washed with dilute HCl and water The methylene chloride layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo

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

Procedure: A mixture of methylenecycloheptane (3.3 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (10 mL) was irradiated at -20° C. with an ultraviolet lamp for 1 hour. Evaporation of the solvent gave a solid which was washed with pentane. This solid (9.7 g) was dissolved in methylene chloride (150 mL), chilled in ice and treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL). The reaction mixture was stirred for 0.5 hours, washed with dilute HCl and water. The organic layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give oily bromomethanesulfonylmethylene cycloheptane (7.0 g, 96% yield) which was characterized by IR and NMR spectroscopy. was irradiated at -20° C. with an ultraviolet lamp for 1 hour Evaporation of the solvent gave a solid which was washed with pentane This solid (9.7 g) was dissolved in methylene chloride (150 mL) chilled in ice treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL) washed with dilute HCl and water The organic layer was separated dried over anhydrous magnesium sulfate the methylene chloride removed in vacuo