6-Bromo-2-hexanone

Colourless Oil

From 1, 3-bromochloropropane through cyclization, ring opening, elimination, bromination and other steps. (1) Cycling. 1, 3-Bromochloropropane reacts with ethyl acetoacetate to obtain 2-methyl-3-ethoxyhydroxy-5, 6-dihydropyran: Mix ethanol and anhydrous potassium carbonate, stir and cool to below 10°C, Add ethyl acetoacetate dropwise. Then add bromochloropropane, reflux for 5h at 78-80°C. Cool, filter, and wash the filter residue with ethanol. The filtrate was combined with the ethanol washing solution, and after the ethanol was recovered under reduced pressure, the 102-107°C (1.33-2kPa) fraction was collected to obtain 2-methyl-3-ethoxycarbonyl-5, 6-dihydropyran. The yield is over 80%. (2) Ring opening, elimination and bromination to obtain 6-bromo-2-hexanone: add 2-methyl-3-ethoxycarbonyl-5, 6-dihydropyran, hydrobromic acid and sodium bromide to the reaction Pot, stir, add sulfuric acid dropwise at 15°C, keep it for 1h, and reflux for 3h. Cool, add water-soluble salt. Extract with chloroform 3 times. The chloroform extract is distilled to recover chloroform and then distilled under reduced pressure to collect 98-104°C (1.33-2kPa) fractions to obtain 6-bromo-2-hexanone.

Pharmaceutical intermediates.

Molecular Weight:179.05
XLogP3:1.4
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:177.99933
Monoisotopic Mass:177.99933
Topological Polar Surface Area:17.1
Heavy Atom Count:8
Complexity:70.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes