Phenacyl bromide → HCID 22220812, compound

Participants

Reaction Steps

1-(2-Thiazolyl)ethanol (0.71 g, 5.49 mmole), 2-bromo-1-phenyl-1-ethanone (1.09 g, 5.47 mmole), and acetonitrile (0.6 mL) were combined and heated with stirring at 130 C. for 4 hr. After cooling, water (20 mL) was added and the mixture was filtered and extracted twice with ether. The aqueous layer was treated with active carbon and filtered to give a clear solution which was concentrated in vacuo to 1.52 g of residue, which was crystallized from acetonitrile/ether and recrystallized twice from methanol/acetonitrile/ether to give 0.77 g of the title compound as prisms, mp 157-158 C; calc'd for C13H14NO2SBr: C 47.55, H 4.33, N 4.26; found: C 47.52, H 4.32, N 4.14.

Provenance & Evidence