Dextromethorphan Hydrobromide → Dextromethorphan

HRID 219494Notes

Reaction equation

HRID 219494 reaction equation
[CH3:1][N:2]1[C@H:11]2[CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[C@:5]3([C@@H:10]2[CH2:9][CH2:8][CH2:7][CH2:6]3)[CH2:4][CH2:3]1.Br>O>[CH3:1][N:2]1[C@H:11]2[CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[C@:5]3([C@@H:10]2[CH2:9][CH2:8][CH2:7][CH2:6]3)[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 5464025Dextromethorphan Hydrobromide

Product 1

HCID 5360696Dextromethorphan

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
77.5 °C

Procedure

The Uncoated Dextromethorphan Resin Complex was prepared by first dissolving 95.42 g of dextromethorphan HBr in 0.8 L of purified water heated to 75-80° C., followed by the addition of 175.82 g AMBERLITE IRP-69 resin (anhydrous) under gentle mixing for 4 hours. At the completion, the suspension was allowed to settle, decanted and rinsed with purified water twice and dried in an oven maintained at 50° C. until moisture is around 5%. The dried resin complex was hand sieved through a 40 mesh screen.

Workup

  1. additionfollowed by the addition of 175.82 g AMBERLITE IRP-69 resin (anhydrous)
  2. additionunder gentle mixing for 4 hours
  3. customdecanted
  4. washrinsed with purified water twice
  5. customdried in an oven
  6. temperaturemaintained at 50° C. until moisture
  7. filtrationsieved through a 40 mesh screen

Sources & evidence

ORD record
ord-0d07907a57b6429d827bba54a81baba1
Source dataset
uspto-grants-2012_06
Patent number
US08202537B2

Reaction notes

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