Bromine → Methyl 6-bromo-5-oxohexanoate

Participants

Reaction Conditions

Reaction Steps

Ethyl 4-acetylbutyrate was dissolved in MeOH (0.5M) and cooled to 0° C. Bromine (1.0 eq) was added dropwise and the mixture was stirred at room temperature for 18 hrs. The solvent was removed in vacuo and the residue was dissolved in ether, washed with water, saturated sodium bicarbonate, brine, dried over sodium sulfate. The solvent was removed in vacuo and the residue was purified by flash chromatograpy (7% EtOAc/Hexanes). EI-MS m/z 224 (M+H)+.

Provenance & Evidence