Sodium hydride → HCID 19825421, compound

Participants

Reaction Steps

To a solution of 851 mg (21.3 mmol) of sodium hydride contained at 60% in mineral oil in dry dimethylformamide (60 ml) was added 1.21 g (6.94 mmol) of 1,10-decanediol in an atmosphere of argon, and the mixture was allowed to react at 40°-50° C. for 30 min. Then, 4.23 g (16.9 mmol) of 4-bromobenzyl bromide was added to the solution, and the mixture was reacted at room temperature for 18 hours. To the 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 then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with dichloromethane-hexane (1:1) yielded 3.09 g (6.04 mmol) of 1,14-bis(4-bromophenyl)-2,13-dioxatetradecane.

Provenance & Evidence