Reaction #2254169

ord-458eca3c21d8400f9dcbc45757647934

Reaction equation

Cl
hydrochloric acid
COc1ccc2c3c1O[C@H]1C(=O)CC[C@@]4(O)[C@@H](C2)N(C)CC[C@]314.Cl
Oxycodone hydrochloride
ClCCl
Methylene chloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
→
COc1ccc2c3c1O[C@H]1C(=O)CC[C@@]4(O)[C@@H](C2)N(C)CC[C@]314
oxycodone

Reactants

Cl
hydrochloric acid
COc1ccc2c3c1O[C@H]1C(=O)CC[C@@]4(O)[C@@H](C2)N(C)CC[C@]314.Cl
Oxycodone hydrochloride
ClCCl
Methylene chloride
—
hydrochloride salt
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate

Reagents

None

Solvents

O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionto extract the formed oxycodone free base
  2. 2
    DryingThe obtained organic layer was dried over sodium sulfate and methylene chloride
  3. 3
    Otherwas evaporated
  4. 4
    Otherevaporator
  5. 5
    OtherThe obtained oxycodone free base was purified by crystallization

Procedure

The free base of oxycodone was prepared from its hydrochloride salt by the following method: Oxycodone hydrochloride was dissolved in water and sodium carbonate was added in the amount required to neutralize hydrochloric acid. Methylene chloride was added in order to extract the formed oxycodone free base. The obtained organic layer was dried over sodium sulfate and methylene chloride was evaporated using rotary evaporator. The obtained oxycodone free base was purified by crystallization.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09044398B2uspto-grants-2015_06