Hydrochloric Acid → Rotigotine hydrochloride

HRID 1915189Notes

Reaction equation

HRID 1915189 reaction equation
[CH3:1][CH2:2][CH2:3][N:4]([C@@H:12]1[CH2:22][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([OH:21])[C:15]=2[CH2:14][CH2:13]1)[CH2:5][CH2:6][C:7]1[S:11][CH:10]=[CH:9][CH:8]=1.[ClH:23]>ClCCl>[CH3:1][CH2:2][CH2:3][N:4]([C@@H:12]1[CH2:22][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([OH:21])[C:15]=2[CH2:14][CH2:13]1)[CH2:5][CH2:6][C:7]1[S:11][CH:10]=[CH:9][CH:8]=1.[ClH:23]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid3×HCID 59227Rotigotine

Product 1

HCID 180335Rotigotine hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The crude rotigotine (17.2 g) prepared above in Example 9 was dissolved in 100 mL dichloromethane, and adjusted to be acidic by the addition of an aqueous HCl solution or an organic solution of hydrogen chloride or by the introduction of HCl gas. The mixture was filtered and dried to give 18.2 g rotigotine hydrochloride. Yield: 80%, Purity: 98%.

Workup

  1. filtrationThe mixture was filtered
  2. customdried

Sources & evidence

ORD record
ord-97ffb09caccd432a9c2c7a4ec97e4585
Source dataset
uspto-grants-2013_12
Patent number
US08614337B2

Reaction notes

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