Hydrochloric Acid → Atomoxetine Hydrochloride

HRID 2116886Notes

Reaction equation

HRID 2116886 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[O:8][C@@H:9]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH2:10][CH2:11][NH:12][CH3:13].C([O-])(=O)[C@H](C1C=CC=CC=1)O.[ClH:31]>C(OCC)(=O)C>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[O:8][C@@H:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:10][CH2:11][NH:12][CH3:13].[ClH:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131727128HCID 131727128, compound

Product 1

HCID 54840Atomoxetine Hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Seven grams (0.01718 mol) of atomoxetine (S)-(+)-mandelate was mixed at room temperature with 70 ml of ethyl acetate under stirring. Keeping the temperature between about 15° C. and about 20° C. by means of water-ice bath cooling, 1.94 g of aqueous (36.3% w/w) hydrogen chloride was added into the obtained slurry. The slurry was stirred for 2 hours at room temperature, then the solid was collected by filtration, washed with 3×10 ml of ethyl acetate and dried in vacuo.

Workup

  1. customthe temperature between about 15° C. and about 20° C.
  2. temperaturecooling
  3. stirringThe slurry was stirred for 2 hours at room temperature
  4. filtrationthe solid was collected by filtration
  5. washwashed with 3×10 ml of ethyl acetate
  6. customdried in vacuo

Sources & evidence

ORD record
ord-d5f673c0543d48eda6035d94eb9aa17a
Source dataset
uspto-grants-2008_10
Patent number
US07439399B2

Reaction notes

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