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

HRID 82972Notes

Reaction equation

HRID 82972 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][CH2:7][CH:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[ClH:23]>ClCCl.O1CCOCC1>[ClH:23].[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 15512457N-tert-butyloxycarbonyl4-(p-fluorophenoxymethyl)piperidine

Product 1

HCID 172028284-[(4-Fluorophenoxy)methyl]piperidine hydrochlorideYield 97%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a cooled solution of tert-butyl 4-[(4-fluorophenoxy)methyl]piperidine-1-carboxylate (538 mg, 1.74 mmol; which may be prepared as described in Step 1) in dichloromethane (11.5 mL) was added dropwise HCl 4N in dioxane (8.5 mL). The solution was warmed to room temperature and stirred for 1 h. The solvent was evaporated under reduced pressure to give the title compound (416 mg, 97%) as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-cdda497b51914ea086b79060e15aedfb
Source dataset
uspto-grants-2014_09
Patent number
US08846711B2

Reaction notes

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