Hydrogen Bromide → 2-Bromo-5-(3-bromopropyl)pyridine

HRID 1896697Notes

Reaction equation

HRID 1896697 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10]O)=[CH:4][CH:3]=1.[BrH:12]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][Br:12])=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 707008303-(6-Bromopyridin-3-yl)propan-1-ol

Product 1

HCID 714277712-Bromo-5-(3-bromopropyl)pyridine

Procedure

300 mg (1.38 mmol) of 3-(6-bromopyridin-3-yl)propan-1-ol were stirred in 5 ml of hydrobromic acid (33% in acetic acid) at 80° C. for 6 h. After concentrating, a potassium carbonate solution was added, the resulting mixture was extracted with ethyl acetate, and the organic phase was separated and concentrated. Yield: 368 mg (95%).

Workup

  1. concentrationAfter concentrating
  2. additiona potassium carbonate solution was added
  3. extractionthe resulting mixture was extracted with ethyl acetate
  4. customthe organic phase was separated
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-15b13005a84742bfb42afc043b3dbd43
Source dataset
uspto-grants-2013_08
Patent number
US08518976B2

Reaction notes

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