Water → Oxycodone Hydrochloride

HRID 1406626Notes

Reaction equation

HRID 1406626 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].O.[ClH:25].C(O)C>C(O)C>[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].[ClH:25]

Participants

5

Reactant 3

HCID 962WaterHCID 5284603Oxycodone2×HCID 21887872Ethanol hydrochloride

Product 1

HCID 5462350Oxycodone Hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Oxycodone base was charged to water (0.63 g per gram of oxycodone base) and ethanol (2.1 g per gram of oxycodone base). The resulting slurry was heated to 60° C. and a 1:1 (v/v) of ethanol-HCl (0.5-0.6 g per gram) of oxycodone base) was added to adjust the pH of the mixture to 2-5, resulting in a solution. The resulting solution was then cooled to ambient (solid precipitated at 40-46° C.) and then to 0-5° C. and filtered. The cake was washed twice with ethanol (1 g oxycodone HCl/1 g EtOH) and then dried at 55° C. under vacuum. The HPLC and ABUK levels are shown below.

Workup

  1. customresulting in a solution
  2. temperatureThe resulting solution was then cooled to ambient (solid precipitated at 40-46° C.)
  3. filtrationto 0-5° C. and filtered
  4. washThe cake was washed twice with ethanol (1 g oxycodone HCl/1 g EtOH)
  5. customdried at 55° C. under vacuum

Sources & evidence

ORD record
ord-5f83bcd59ff54b0e9b141067178eabaf
Source dataset
uspto-grants-2014_12
Patent number
US08916707B2

Reaction notes

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