Hydrogen Bromide → 5-Bromoazepan-4-one hydrobromide

HRID 571626Notes

Reaction equation

HRID 571626 reaction equation
[BrH:1].Cl.[NH:3]1[CH2:9][CH2:8][CH2:7][C:6](=[O:10])[CH2:5][CH2:4]1.BrBr>C(O)(=O)C>[BrH:1].[Br:1][CH:7]1[CH2:8][CH2:9][NH:3][CH2:4][CH2:5][C:6]1=[O:10]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 22021728Azepan-4-one hydrochloride

Product 1

HCID 226207665-Bromoazepan-4-one hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent3×

Procedure

32.2 mL (0.37 mol) Hydrobromic acid (62%) in 50 mL acetic acid were added dropwise to 50.0 g (0.33 mol) hexahydro-4H-azepin-4-one hydrochloride in 0.6 L acetic acid. 17 mL (0.34 mol) bromine in 50 mL acetic acid were added dropwise and the reaction was stirred at room temperature (RT). Then reaction was concentrated and the residue was crystallized with acetonitrile.

Workup

  1. customThen reaction
  2. concentrationwas concentrated
  3. customthe residue was crystallized with acetonitrile

Sources & evidence

ORD record
ord-7c9d6b9f2a0f4da2bebd8c8de1c8c1e3
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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