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

HRID 2172028Notes

Reaction equation

HRID 2172028 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-a0ebb2325991409cbf061521d60323a6
Source dataset
uspto-grants-2015_06
Patent number
US09051321B2

Reaction notes

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