Hydrochloric Acid → 4-[(4-Fluorophenyl)methyl]piperidine hydrochloride

HRID 1006374Notes

Reaction equation

HRID 1006374 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[CH2:11][CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[F:22][C:19]1[CH:18]=[CH:17][C:16]([CH2:15][CH:12]2[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 226766794-(4-Fluoro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 170394924-[(4-Fluorophenyl)methyl]piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4N hydrogen chloride in ethyl acetate (100 ml) was added to 1-tert-butoxycarbonyl-4-(4-fluorobenzyl)piperidine (39.9 g) and the solution was stirred for an hour at room temperature. The reaction mixture was concentrated under reduced pressure, then diethyl ether was added thereto. The resulting precipitate was collected by filtration, washed with diethyl ether, and dried under reduced pressure to give the title compound (30.1 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiethyl ether was added
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with diethyl ether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-5a663f4ef5e24fdaa968caa9f13ce253
Source dataset
uspto-grants-2004_09
Patent number
US06787650B1

Reaction notes

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