7-bromo-2-methylhept-2-ene

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

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

Procedure: A solution of 11 g of 6-methyl-5-heptenyl tosylate in 100 ml of THF were added 10 ml of HMPA, 50 g of potassium bromide and 300 mg of 18-crown-6, and the resulting mixture was refluxed for 5 hours. After cooling, water was added, and the mixture was concentrated, the residue was extracted with pentane 3 times, the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine, dried and concentrated to give 8 g of an oily substance. This oily substance was distilled (bp 70° C./5 mm Hg) to yield 5.7 g of a pure bromide. the resulting mixture was refluxed for 5 hours After cooling the mixture was concentrated the residue was extracted with pentane 3 times the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine dried concentrated to give 8 g of an oily substance This oily substance was distilled (bp 70° C./5 mm Hg)

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

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

Procedure: A solution of 11 g of 6-methyl-5-heptenyl tosylate in 100 ml of THF were added 10 ml of HMPA, 50 g of potassium bromide and 300 mg of 18-crown-6, and the resulting mixture was refluxed for 5 hours. After cooling, water was added, and the mixture was concentrated, the residue was extracted with pentane 3 times, the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine, dried and concentrated to give 8 g of an oily substance. This oily substance was distilled (bp 70° C./5 mm Hg) to yield 5.7 g of a pure bromide. the resulting mixture was refluxed for 5 hours After cooling the mixture was concentrated the residue was extracted with pentane 3 times the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine dried concentrated to give 8 g of an oily substance This oily substance was distilled (bp 70° C./5 mm Hg)

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

Procedure: A solution of 11 g of 6-methyl-5-heptenyl tosylate in 100 ml of THF were added 10 ml of HMPA, 50 g of potassium bromide and 300 mg of 18-crown-6, and the resulting mixture was refluxed for 5 hours. After cooling, water was added, and the mixture was concentrated, the residue was extracted with pentane 3 times, the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine, dried and concentrated to give 8 g of an oily substance. This oily substance was distilled (bp 70° C./5 mm Hg) to yield 5.7 g of a pure bromide. the resulting mixture was refluxed for 5 hours After cooling the mixture was concentrated the residue was extracted with pentane 3 times the combined organic layers were washed with a saturated aqueous solution of sodium hydrogen carbonate water and saturated brine dried concentrated to give 8 g of an oily substance This oily substance was distilled (bp 70° C./5 mm Hg)