Hydrochloric Acid → 4-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine hydrochloride

HRID 1666351Notes

Reaction equation

HRID 1666351 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29].C(OCC)C>C(Cl)Cl>[ClH:29].[F:28][C:25]1[CH:24]=[CH:23][C:22]([O:21][C:17]2[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=2)[CH:14]=[C:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 668762484-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 668760974-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[3-(4-Fluoro-phenoxy)-benzylidene]-piperidine-1-carboxylic acid tert-butyl ester (1.05 g, 2.74 mmol) (Step 2) was dissolved in CH2Cl2 (20 mL) and treated with HCl in diethyl ether (8.2 mL, 16.4 mmol). After 16 hours the solution was concentrated and the residue suspended in diethyl ether. The resulting solid was filtered to provide the title compound as the hydrochloride salt (774 mg).

Workup

  1. concentrationAfter 16 hours the solution was concentrated
  2. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-ee27892af05f4a6eaafda70f688f58ef
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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