Hydrochloric Acid → Hydrochloric Acid

HRID 713201Notes

Reaction equation

HRID 713201 reaction equation
[F:1][C:2]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1.[ClH:24].CO>O1CCOCC1.C(Cl)Cl>[F:1][C:2]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:3]=1[O:4][CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1.[ClH:24]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 118159283Tert-butyl 4-(2-fluoro-4-methoxyphenoxy)piperidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidYield 546%HCID 846898064-(2-Fluoro-4-methoxyphenoxy)piperidine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 4-(2-fluoro-4-methoxyphenoxy)piperidine-1-carboxylate (2.78 g, 8.54 mmol) in dioxane (21.36 mL) was treated with HCl (4 M in dioxane, 21.36 mL, 85 mmol) at room temperature and the resulting reaction mixture stirred overnight. Flash silica gel chromatography using a gradient of 5% to 30% MeOH in DCM gave the title compound as its HCl salt (1.7 g, 76%) as a white solid. ESI-MS m/z [M+H]+ 226.20.

Workup

  1. customthe resulting reaction mixture

Sources & evidence

ORD record
ord-6f303e34e4d04c4f8da94dda1172c378
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

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