Methadone Hydrochloride → Methadone

HRID 83479Notes

Reaction equation

HRID 83479 reaction equation
[CH3:1][CH2:2][C:3]([C:5]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:6][CH:7]([N:9]([CH3:11])[CH3:10])[CH3:8])=[O:4].Cl.[OH-].[NH4+]>O>[CH3:1][CH2:2][C:3]([C:5]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:6][CH:7]([N:9]([CH3:11])[CH3:10])[CH3:8])=[O:4]

Participants

4

Reactant 2

HCID 14184Methadone HydrochlorideHCID 14923Ammonium Hydroxide

Product 1

HCID 4095MethadoneYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 100 mL beaker equipped with a magnetic stir bar was charged methadone hydrochloride (3.0 g, 8.67 mmol) and water (30 g). Ammonium hydroxide (0.79 g, 22.6 mmol) was added to bring the pH to ˜9 (pH paper). The resulting solution was extracted with two 45 g portions of ethyl acetate and the combined organic layers were concentrated under reduced pressure at 40° C. The residue was dried under high vacuum to provide 2.2 g (82%) of a white solid which was analyzed by DSC (FIG. 1), FTIR (FIG. 2), PXRD (FIG. 3), and 1H-NMR (FIG. 4). The PXRD diffractogram was consisted with a crystalline product.

Workup

  1. customTo a 100 mL beaker equipped with a magnetic stir bar
  2. extractionThe resulting solution was extracted with two 45 g portions of ethyl acetate
  3. concentrationthe combined organic layers were concentrated under reduced pressure at 40° C
  4. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-65edd0843462497eb2b7c6b080271913
Source dataset
uspto-grants-2014_09
Patent number
US08846766B2

Reaction notes

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