Hydrogen Bromide → HCID 66986851, compound

Participants

Reaction Steps

A suspension of the above alcohol (1.56 g, 5.06 mmol) in acetic acid (15 mL) was stirred and treated at 15° C. with 15% solution of hydrogen bromide in acetic acid (10 mL) over 15 min. The mixture was stirred at 15° C. for 30 min and then at laboratory temperature for 1.5 h and evaporated in vacuo. The rest of acetic acid was removed by addition of 40 mL xylene and evaporation in vacuo and the residue was chromatographed in a short column of silica gel Fluka 60 (75 g, benzene). The benzene solutions were evaporated in vacuo to yield 1.58 g (87.5%) of 2-phenyl-5-(2-bromo-ethylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene.

Provenance & Evidence