Potassium Hydroxide → 3-Bromo-5-bromomethyl-2-oxazolidinone

Reaction equation

[Br:1]Br.[Br:3][CH2:4][CH:5]1[O:9][C:8](=[O:10])[NH:7][CH2:6]1.[OH-].[K+]>>[Br:1][N:7]1[CH2:6][CH:5]([CH2:4][Br:3])[O:9][C:8]1=[O:10]

Participants

Reactant 3

HCID 14797Potassium Hydroxide

HCID 24408Bromine3×

HCID 197461335-(Bromomethyl)-1,3-oxazolidin-2-one

Product 1

HCID 198119713-Bromo-5-bromomethyl-2-oxazolidinone

Procedure

2.67 grams (0.0166 moles) bromine were added to 3 grams (0.0166 moles) 5-bromomethyl-2-oxazolidinone and the reaction mixture was chilled to 0°-5° C. with stirring. Chilled 50% potassium hydroxide was added slowly until the red Br2 color disappeared. Proton NMR Data: δ3.7(m, 4 protons), 5.1(m, 1 proton) Elemental analysis Bromine 60.43 Theory 61.8.