Hydrogen Bromide → 4-Hydroxy-9-azonia-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-triene bromide

HRID 536640Notes

Reaction equation

HRID 536640 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:11](=[CH:12][CH:13]=1)[CH:10]1[CH2:14][CH:6]2[CH2:7][CH2:8][NH:9]1.[BrH:15]>>[Br-:15].[OH:2][C:3]1[CH:4]=[C:5]2[C:11](=[CH:12][CH:13]=1)[CH:10]1[CH2:14][CH:6]2[CH2:7][CH2:8][NH2+:9]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 148577354-Methoxy-9-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-triene

Product 1

HCID 872122884-Hydroxy-9-azonia-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-triene bromide

Procedure

A solution of 4-methoxy-9-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-triene (0.50 g, oxalate salt) in hydrobromic acid (48% in water, 10 mL) is stirred at reflux temperature for 3 h. Then, the solution is concentrated under reduced pressure and the residue is azetropically dried using toluene and ethanol. The residue is washed with acetone and dried to give the product as a solid.

Workup

  1. temperatureat reflux temperature for 3 h
  2. concentrationThen, the solution is concentrated under reduced pressure
  3. customthe residue is azetropically dried
  4. washThe residue is washed with acetone
  5. customdried

Sources & evidence

ORD record
ord-acf9561597054642a8fc5fbae90e4fb4
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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