Hydrochloric Acid → Oxycodone

HRID 2166987Notes

Reaction equation

HRID 2166987 reaction equation
[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@:18]2([OH:21])[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15].Cl.C(=O)([O-])[O-].[Na+].[Na+].Cl.C(Cl)Cl>O>[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@:18]2([OH:21])[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 5462350Oxycodone Hydrochloride

Product 1

HCID 5284603Oxycodone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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.

Workup

  1. extractionto extract the formed oxycodone free base
  2. dry with materialThe obtained organic layer was dried over sodium sulfate and methylene chloride
  3. customwas evaporated
  4. customevaporator
  5. customThe obtained oxycodone free base was purified by crystallization

Sources & evidence

ORD record
ord-458eca3c21d8400f9dcbc45757647934
Source dataset
uspto-grants-2015_06
Patent number
US09044398B2

Reaction notes

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