1,3-Dibromopropane → HCID 70008734, compound

Participants

Reaction Conditions

Reaction Steps

In a stream of nitrogen, 100 ml of a dimethylformamide (to be referred to as DMF hereinafter) solution containing 20.03 g (115.8 mmol) of 3-bromophenol was cooled to 5° C. and mixed with 4.9 g (122 mmol) of 60% sodium hydride. After 1 hour of stirring at room temperature, this was mixed with 25 ml of a DMF solution containing 11.5 g (57 mmol) of trimethylene dibromide and stirred at 70° C. for 20 hours. The reaction solution was extracted with 800 ml of ethyl acetate and washed with water (200 ml, 5 times) and saturated brine (100 ml, twice). The organic layer was dried with anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. By purifying the residue by a silica gel column chromatography, 13.70 g (yield 62%) of the title compound was obtained as a colorless oil.

Provenance & Evidence