Hydrochloric Acid → Zolpidem hydrochloride

HRID 1066184Notes

Reaction equation

HRID 1066184 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:16]=[C:15]3[N:10]([CH:11]=[C:12]([CH3:17])[CH:13]=[CH:14]3)[C:9]=2[CH2:18][C:19]([N:21]([CH3:23])[CH3:22])=[O:20])=[CH:6][CH:7]=1.[ClH:24]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]=[C:15]3[N:10]([CH:11]=[C:12]([CH3:17])[CH:13]=[CH:14]3)[C:9]=2[CH2:18][C:19]([N:21]([CH3:22])[CH3:23])=[O:20])=[CH:4][CH:3]=1.[ClH:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5732Zolpidem

Product 1

HCID 18004031Zolpidem hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

Zolpidem free base (1.0 g) is suspended in 10 ml of ethanol and heated at 50° C. until dissolution. Then, 0.32 g (molar equivalent) of concentrated hydrochloric acid is added and the solution stirred for 10 minutes. Then the bath is removed and the reaction mixture is allowed to cool to room temperature. Finally, the mixture is kept standing overnight at 4° C. The formed crystals are filtered off, washed with 3 ml of cold ethanol and dried at 40° C. in a vacuum oven to produce zolpidem hydrochloride hemiethanolate.

Workup

  1. customThen the bath is removed
  2. temperatureto cool to room temperature
  3. waitFinally, the mixture is kept standing overnight at 4° C
  4. filtrationThe formed crystals are filtered off
  5. washwashed with 3 ml of cold ethanol
  6. customdried at 40° C. in a vacuum oven

Sources & evidence

ORD record
ord-b0b0e4102bd547e1a655f8aeafa12160
Source dataset
uspto-grants-2001_06
Patent number
US06242460B1

Reaction notes

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