Hexaethylene Glycol → HCID 19825393, compound

Participants

Reaction Steps

To a solution of 354 mg (3.85 mmol) of sodium hydride contained at 60% in mineral oil in dry dimethylformamide (20 ml) was added 1.00 g (3.54 mmol) of hexaethylene glycol, and the mixture was reacted at 40°-50° C. for 30 min. Then, 2.06 g (7.79 mmol) of 4-bromo-2-methylbenzyl bromide was added, and the mixture was allowed to react at room temperature for 17 hours. To the reaction solution at 0° C. was added a saturated aqueous solution of ammonium chloride followed by extraction with ethyl acetate. The organic layer was washed with water and concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with ethyl acetate-hexane (1:4) yielded 2.02 g (3.12 mmol) of 1,21-bis(4-bromo-2-methylphenyl)-2,5,8,11,14,17,20-heptaoxaheneicosane.

Provenance & Evidence