Hydrochloric Acid → 4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)piperidine Hydrochloride
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:24]3[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=3[F:31])[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.Cl>ClCCl.C(O)C.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:24]3[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=3[F:31])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)(=[O:9])=[O:10])=[CH:4][CH:3]=1Participants
7
Reactant 3
Product 1
Reagents, catalysts & solvents 3
Procedure
In dichloromethane (100 ml) was dissolved t-butyl 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-1-piperidinecarboxylate (3.17 g, 6.72 mmol), followed by the dropwise addition of trifluoroacetic acid (10.0 ml) under ice cooling. After stirring at room temperature for 2 hours, the reaction mixture was concentrated under reduced pressure. To the residue thus obtained was added a 1N solution (30 ml) of hydrochloric acid in ethanol. The resulting mixture was concentrated under reduced pressure to give a white solid. The white solid thus obtained was washed with diethyl ether, whereby the title compound (2.74 g, 6.71 mmol, quant.) was obtained as a white powder.
Workup
- concentrationthe reaction mixture was concentrated under reduced pressure
- customTo the residue thus obtained
- concentrationThe resulting mixture was concentrated under reduced pressure
- customto give a white solid
- customThe white solid thus obtained
Sources & evidence
- ORD record
- ord-d40ce85f2d2c41f698be1067ca2ff39d
- Source dataset
- uspto-grants-2008_07
- Patent number
- US07399775B2
Reaction notes
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