Hydrogen Bromide → HCID 178515901, compound

Participants

Reaction Steps

A mixture of 32 (5.7 g, 0.017 mole), glacial HOAc (30 ml), and 48% HBr (85 ml) was stirred and heated at reflux for 12 hours. The hydrobromide salt that precipitated on cooling was collected and shown to consist of a mixture of 32 and 33. The mixture was resuspended in glacial HOAc (30 ml)--48% HBr (85 ml) and again heated at reflux for 12 hours. The precipitated hydrobromide was collected, washed with HOAc and Et2O and then stirred with saturated NaHCO3 (100 ml) for 2 days. The solid was collected, chromatographed on silica gel and the product eluted with 70 toluene--30EtOAc to yield 1.2 g (22%) of 33, m.p 125°-130° C.

Provenance & Evidence