Dimethylformamide → HCID 15086653, compound

Participants

Reaction Steps

A mixture of 8.3 g (0.030 mol) of 1-(6-bromohexyl)-3,4-dihydroxybenzene, 18 mL (0.15 mol) of benzyl bromide and 13 g (0.09 mol) of potassium carbonate in 160 mL of acetone-50 mL of dimethylformamide was stirred at reflux for 24 hours. Potassium carbonate (4 g) was added and stirring at reflux was continued for 48 hours. The reaction mixture was cooled, filtered and the filtrate was concentrated at reduced pressure to an oil. Purification by HPLC using 1% ethyl acetate-hexane gave 6.4 g (47% yield) of 1-(6-bromohexyl)-3,4-bis-(phenylmethoxy)benzene. The nmr spectrum was consistent with the structure and the low resolution mass spectrum showed the molecular ion at m/z 452 (C26H29BrO2).

Provenance & Evidence