Benzene, (3-bromopropoxy)- → HCID 90411367, compound

Participants

Reaction Steps

A solution of (3-bromopropoxy)benzene (44.4 g, 206 mmol) in DCM was added dropwise to a suspension of aluminum trichloride (27.5 g 206 mmol) and 4-iodobenzoyl chloride (50.0 g, 188 mmol) in anhydrous DCM (330 ml) at −78° C. ca. Reaction turned yellow and was allowed to warm to r.t. and stir for 4 hs. Upon completion, reaction was brought to 0° C., diluted with DCM, and quenched with 5% HCl. The organic layer was separated, washed additionally with brine, and dried over anhydrous Na2SO4. The organic layer was concentrated under reduced pressure and re-crystallized using EtOAc to afford 60.1 g (71.8% yield) of (4-(3-bromopropoxy)phenyl)(4-iodophenyl)methanone as grey solid.

Provenance & Evidence