Hydrochloric Acid → Sibutramine hydrochloride

HRID 50046Notes

Reaction equation

HRID 50046 reaction equation
[CH3:1][CH:2]([CH2:4][CH:5]([N:17]([CH3:19])[CH3:18])[C:6]1([C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[CH2:9][CH2:8][CH2:7]1)[CH3:3].[ClH:20]>CC(OC)(C)C.C(OCC)C>[CH3:3][CH:2]([CH2:4][CH:5]([N:17]([CH3:18])[CH3:19])[C:6]1([C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[CH2:7][CH2:8][CH2:9]1)[CH3:1].[ClH:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5210Sibutramine

Product 1

HCID 64764Sibutramine hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

Sibutramine free base (2.25 g) was dissolved in MTBE (20 mL) and that solution was added to 20 mL 1M HCl in diethyl ether. The reaction mixture was stirred for 30 minutes, and the solid was collected by filtration to give 1.73 g after drying. The product was characterized by 1H NMR.

Workup

  1. filtrationthe solid was collected by filtration
  2. customto give 1.73 g
  3. customafter drying

Sources & evidence

ORD record
ord-94b6c274154349de9ea434c9666d1170
Source dataset
uspto-grants-2004_03
Patent number
US06710087B2

Reaction notes

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