Hydrogen Bromide → 4-(3-Bromopropyl)pyridine--hydrogen bromide (1/1)

Temperature

135 °C

A solution of 3-pyridin-4-yl-propan-1-ol (2.88 mL) in hydrobromic acid (16 mL, 141.43 mmol) was heated at reflux at 135° C. for 18 h. The cooled solution was concentrated under vacuum and the residue was re-dissolved in isopropanol and re-concentrated (this process was repeated three more times). The residue was dissolved in isopropanol, decolouriseed by boiling with activated charcoal, filtered, and the clear solution left to crystallise in a freezer over 48 h. The resulting crystals were removed by filtration, washed with isopropanol/diethyl ether (1:1) followed by diethyl ether and then dried under vacuum at 40° C. and at room temperature to afford the sub-titled compound as a pale brown solid (3.55 g).

1. concentrationThe cooled solution was concentrated under vacuum
2. dissolutionthe residue was re-dissolved in isopropanol
3. concentrationre-concentrated (this process
4. dissolutionThe residue was dissolved in isopropanol
5. filtrationfiltered
6. waitthe clear solution left
7. customto crystallise in a freezer over 48 h
8. customThe resulting crystals were removed by filtration
9. washwashed with isopropanol/diethyl ether (1:1)
10. customdried under vacuum at 40° C. and at room temperature

ORD record

ord-e1f2eb8a8dc14d5fb9ee580c9042aee4

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2