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Under argon protection, 2-piperidine methanol (2.303 g, 20.0 mmol) was dissolved in anhydrous toluene (8.0 mL). A catalytic amount of DMF was added dropwise to this solution via pipette, followed by slow addition of thionyl bromide (4.6 mL, 59.4 mmol). The reaction mixture was stirred at 50 °C for 8 hours. After completion of the reaction, the organic phase containing thionyl bromide was evaporated under reduced pressure (~10 mmHg, 60 °C). The residue was washed with ether and the solvent was subsequently evaporated to give the brown to white powdery product 2-(bromomethyl)piperidine hydrobromide (5.076 g, 98% yield). The product can be used directly in the subsequent reaction without further purification.

[1] Tetrahedron Letters, 2013, vol. 54, # 21, p. 2674 - 2678
[2] Archiv der Pharmazie, 1990, vol. 323, # 2, p. 93 - 97
[3] Arkivoc, 2010, vol. 2010, # 3, p. 93 - 101