Triphenylphosphine dibromide → HCID 21874554, compound

Temperature

20 °C

A solution of 0.3 g of 2-ethyl-4-(hydroxymethyl)pyridine in 3.5 ml of dichloromethane is added dropwise to a solution of 1.25 g of dibromotriphenylphosphorane in 4 ml of dichloromethane, under an inert atmosphere of argon at a temperature in the region of 0° C. The mixture is stirred to a temperature in the region of 20° C. over about 1 hour. The reaction medium is taken up in 50 ml of dichloromethane and then washed with 3×50 ml of water. The organic phase is dried over magnesium sulfate, filtered and then concentrated to dryness under reduced pressure. The residue thus obtained is purified by flash chromatography using a cartridge 20 mm in diameter packed with 10 g of 20-40 μm conditioned silica, and then eluted with a mixture (cyclohexane/ethyl acetate)(9/1)(v/v), at a flow rate of 8 ml/minute. The fractions between 80 and 120 ml are concentrated under reduced pressure. 0.062 g of 2-ethyl-4-(bromomethyl)pyridine is thus obtained.

1. washwashed with 3×50 ml of water
2. dry with materialThe organic phase is dried over magnesium sulfate
3. filtrationfiltered
4. concentrationconcentrated to dryness under reduced pressure
5. customThe residue thus obtained
6. customis purified by flash chromatography
7. washeluted with a mixture (cyclohexane/ethyl acetate)(9/1)(v/v), at a flow rate of 8 ml/minute
8. concentrationThe fractions between 80 and 120 ml are concentrated under reduced pressure

ORD record

ord-89a3bc6b7aea4893890365e50056aeb1

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07825115B2