Hydrochloric Acid → 1-[2-[4-[[6-Methoxy-2-(5-methylsulfonyl-3-thienyl)-1-naphthyl]oxy]phenoxy]ethyl]piperidine hydrochloride

HRID 445224Notes

Reaction equation

HRID 445224 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([O:13][C:14]1[CH:28]=[CH:27][C:17]([O:18][CH2:19][CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:16][CH:15]=1)=[C:8]([C:29]1[CH:33]=[C:32]([S:34]([CH3:37])(=[O:36])=[O:35])[S:31][CH:30]=1)[CH:7]=[CH:6]2.CCOCC.[ClH:43]>C(OCC)(=O)C>[ClH:43].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([O:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][CH2:20][N:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)=[CH:27][CH:28]=1)=[C:8]([C:29]1[CH:33]=[C:32]([S:34]([CH3:37])(=[O:36])=[O:35])[S:31][CH:30]=1)[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 583385611-[2-[4-[[6-Methoxy-2-(5-methylsulfonyl-3-thienyl)-1-naphthyl]oxy]phenoxy]ethyl]piperidine

Product 1

HCID 673082851-[2-[4-[[6-Methoxy-2-(5-methylsulfonyl-3-thienyl)-1-naphthyl]oxy]phenoxy]ethyl]piperidine hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve 1-[2-[4-[[6-methoxy-2-(5-methylsulfonyl-3-thienyl)-1-naphthyl]oxy]phenoxy]ethyl]piperidine (0.3 g, 0.55 mmol) in ethyl acetate. Add ether (10 mL) and cool to 0° C. Add hydrochloric acid (2M in ether, 0.4 mL, 0.84 mmol) and collect the resulting precipitate by filtration. Dissolve the solids in ethylacetate and concentrate to obtain 1-[2-[4-[[6-methoxy-2-(5-methylsulfonyl-3-thienyl)-1-naphthyl]oxy]phenoxy]ethyl]piperidine hydrochloride (0.35 g, 0.55 mmol).

Workup

  1. filtrationby filtration
  2. dissolutionDissolve the solids in ethylacetate
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-fcc98be126db41db80f6317a9c69075b
Source dataset
uspto-grants-2013_07
Patent number
US08476300B2

Reaction notes

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