Reaction #684965

ord-e96c05ca8dc84990a5c126d672981121

Reaction equation

Br
hydrobromic acid
CCCCc1ccc(Cc2nccc3cc(OC)ccc23)cc1
compound
CCCCc1ccc(Cc2nccc3cc(OC)ccc23)cc1
1-(4-Butylbenzyl)-6-methoxyisoquinoline
CCCCc1ccc(Cc2nccc3cc(O)ccc23)cc1
title compound
Yield 94.6%
CCCCc1ccc(Cc2nccc3cc(O)ccc23)cc1
1-(4-Butylbenzyl)-6-isoquinolinol
Yield 94.6%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureunder reflux for 19 hours
  2. 2
    ConcentrationThe mixture was concentrated under reduced pressure, water
  3. 3
    workup.ADDITIONwas added
  4. 4
    Otherto precipitate crystals
  5. 5
    FiltrationThe obtained crystals were collected by filtration
  6. 6
    Washwashed with water
  7. 7
    Otherdried

Procedure

A 47% hydrobromic acid solution was added to the compound of Example B146 (82 mg), and the mixture was stirred under reflux for 19 hours. The mixture was concentrated under reduced pressure, water was added, and the resulting mixture was neutralized with sodium carbonate to precipitate crystals. The obtained crystals were collected by filtration, washed with water, and then dried to give the title compound (74 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07897387B2uspto-grants-2011_03